Heterocyclic Building Blocks-Isothiazole

It is a common heterocyclic compound, the isothiazole compound, 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1 its synthesis route is as follows.

Excess dried, -325 mesh potassium carbonate (20 g) was diluted in 500 mL acetone and 3-piperazin-1-yl-benzoisothiazole hydrochloride (13.37 g, 52.4 mmol was added. The mixture was stirred for 15 min before 2-nitrophenethyl tosylate (15.3 g, 47.7 mmol) and catalytic 18-crown-6 (0.5 g, 1.9 mmol) was added. The mixture was stirred at reflux for 42 h. After cooling, the salts were filtered off and washed with acetone and the filtrate was concentrated. The residue was taken up in methylene chloride and washed with water. The organic layer was dried over sodium sulfate, and concentrated. The residue was triturated with ethyl acetate and the collected solid was washed with ethyl ether and dried in vacuo to afford 13.08 g of a viscous, brown liquid. Yield 75%; MS (APCI): 369 [M+H]+.

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Davis, Jamie Marie; Gregory, Tracy Fay; Walters, Michael Anthony; US2004/67960; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

822-82-2, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. Isothiazole-4-carboxylic acid, cas is 822-82-2,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Isothiazole-4-carboxylic acid (0.65 g) is added portionwise to a stirred mixture of lithium aluminum hydride (0.19 g) in tetrahydrofuran (50 mL) at ambient temperature under nitrogen the reaction mixture is heated at reflux for 4 hours then cooled to 0 C. Sodium hydroxide solution (3% w/v) is added dropwise and the mixture stirred at 0 C. for 1 hour then filtered through hyflo. The filtrate is evaporated and azeotroped with toluene to give isothiazol-4-ylmethanol (0.35 g).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of Isothiazole-4-carboxylic acid, 822-82-2

Reference£º
Patent; Rhone-Poulenc Rorer Limited; US6211234; (2001); B1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 6-Bromobenzo[d]isothiazole-3-carboxylic acid, and cas is 677304-75-5, its synthesis route is as follows.

Step 5[00200] Sulfuryl dichloride (86.7 mg, 728 mumol) was added to a solution of 6- bromobenzo[d]-isothiazole-3-carboxylic acid (188 mg, 728 mumol). The reaction mixture was stirred for 30 min before removing the volatiles by rotovap. The residue was taken up in CH2Cl2 (0.587 ml) and a solution of 2-propylamine (62.5 muL, 728 mumol) and triethylamine (101 mul, 728 mumol) in CH2Cl2 (1.2 ml) was added. The reaction mixture was stirred at room temperature until LCMS analysis indicated complete conversion to the desired product. The reaction mixture was diluted with distilled water and ethyl acetate. The layers were separated and the aqueous was extracted with ethyl acetate. The combined organics were washed with brine and dried over Na2SO4, filtered and concentrated to give 6-bromo-N- isopropylbenzo[d]isothiazole-3-carboxamide.

677304-75-5, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,677304-75-5 ,6-Bromobenzo[d]isothiazole-3-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORTION; WO2007/98169; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

E. ‘6-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-vl)-ethvl-3, 4-dihvdro-2H- quinolin-1-vlT-(4-fluorophenvl)-methanone (97); A stirred mixture of the product of Step D (2.00 g, 6.29 mmol), 3-piperazin-1- yl-benzo [agisothiazole hydrochloride (9,1. 82 g, 7.12 mmol), K2CO3 (2.34 g, 16.9 mmol), and Nal (1.00 g, 6.67 mmol) in anhyd CH3CN (60 mL) under N2 was heated to reflux for 3 d, then allowed to cool. The mixture was diluted with EtOAc (300 mL), then washed twice with H20 (300 mL), once with saturated NaCI (100 mL), dried over Na2SO4, filtered, and the solvent was removed in vacuo. The residue was purified by column chromatography (silica gel (150 g), 40-60% EtOAc/hexanes containing 1% Et3N) to give the title compound (2.75 g, 87%) as a sticky oil and solid mixture. The product was dissolved in warm EtOAc (60 mL), then allowed to cool with stirring. A small amount of precipitate was observed after 30 min. The mixture was diluted with hexanes (120 mL) portionwise over 2 h. After stirring an additional hour, the precipitate was collected by suction filtration washing with hexanes, then dried in vacuo at 46 C for 3 d to give the title compound (1.71 g, 54%) as a white amorphous solid: mp 126-129 C ; 1H NMR (300 MHz, CDCl3) 8 7.91 (d, J= 8.1 Hz, 1 H), 7.82 (d, J= 8.1 Hz, 1 H), 7.47 (td, J= 7.6, 1.0 Hz, 1 H), 7.32-7. 41 (m, 3 H), 7.02 (br s, 1 H), 6.91-7. 00 (m, 2 H), 6.76 (dd, J = 8. 2,1. 5 Hz, 1 H), 6.60 (brd, J= 7.7 Hz, 1 H), 3.89 (t, J= 6.5 Hz, 2 H), 3.54-3. 63 (m, 4 H), 2.60-2. 87 (m, 10 H), 2.05 (p, J = 6.6 Hz, 2 H) ; IR (ATR) 2947,2835, 1634,1600, 1504,1374, 1271, 1227 cm-1 ; ESI MS m/z501 [C29H29FN40S + H]+; HPLC >99% (AUC), tR = 14.77 min. Anal. calcd. for C29H29FN40S : C, 69.57 ; H, 5.84 ; N, 11.19. Found: C, 69.36 ; H, 5.86 ; N, 11.03.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

Name is 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 936-16-3, its synthesis route is as follows.

To a solution of (1-isobutyl-5-phenyl-1H-pyrazol-3-yl)methanol (52.1 mg, 0.226 mmol) in methylene chloride (1 mL) were added PPh3 (146 mg, 0.557 mmol), CBr4 (185 mg, 0.557 mmol) at 0¡ã C., followed by stirring at the same temperature for 30 min to give (1-isobutyl-5-phenyl-1H-pyrazol-3-yl)methyl bromide. When the reaction was completed as measured by TLC (Hexane:EtOAc=4:1), a solution of 1,2-benzisothiazoline-1,1-dioxide (57.1 mg, 0.388 mmol) in N,N-dimethylformamide (1.5 mL) was added dropwise. (0333) Then, drops of potassium carbonate (313 mg, 2.26 mmol) were added at the same temperature to the solution that was then stirred for 3 days. When the reaction was completed as measured by TLC (Hexane:EtOAc=2:1), water was dropped to the reaction mixture. After extraction with ethyl acetate and brine, the organic layer was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=2:1) to afford the title compound (37.8 mg, 44percent percent, white solid). (0334) M.P 129.7-137.3¡ã C.; (0335) 1H NMR (300 MHz, CDCl3) delta 7.86-7.63 (m, 1H), 7.63-7.51 (m, 2H), 7.49-7.37 (m, 6H), 6.42 (s, 1H), 4.56 (s, 2H), 4.41 (s, 2H), 3.96 (d, J=7.5 Hz, 2H), 2.24-2.15 (m, 1H), 0.79 (d, J=6.7 Hz, 6H); (0336) 13C NMR (75 MHz, CDCl3) delta 145.9, 145.6, 136.8, 135.2, 134.0, 133.0, 132.6, 130.8, 129.0, 128.7, 124.6, 121.4, 106.1, 56.8, 49.9, 41.3, 29.6, 19.8

936-16-3, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,936-16-3 ,2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; KOREA INSTITUTE OF SCIENCE AND TECHNOLOGY; NAM, Ghil Soo; CHOI, Kyung Il; KIM, Jung Hyun; PAE, Ae Nim; HONG, Jin Ri; LEE, Jae Kyun; (30 pag.)US2015/329533; (2015); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

87691-88-1, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Piperazinobenzisothiazole hydrochloride, cas is 87691-88-1,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 23; 6-[2-(4-Benzo[d]isothiazol-3-yl-piperazin-1-yl)-ethyl]-7-chloro-4,8-trimethyl- 3s4-dihydro-1 H-quinolin-2-one; A mixture of 7-chloro-6- (2-chloro-ethyl)-4, 4, 8-trimethyl-3, 4-dihydro-1 H- quinolin-2-one (5.0016 g, 17.476 mmol), 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (4.4811 g, 17.520 mmol), potassium carbonate (4.8299 g, 34.946 mmol) and potassium iodine (0.2903 g, 1.749 mmol) were reacted in acetonitrile (29.0 mL) in a microwave reactor for 1 h at 200 C. The reaction was cooled to rt, diluted with H2O and filtered. The solid was washed with H20 and hexanes. The resulting solid was eluted through a flash column (silica gel 60,230-400 mesh, 0-3% MeOH in CH2CI2 gradient over 1 h) to give an off-white solid. Yield: 5.6591 g (12.065 mmol, 69%). Anal. : calculated for C25H29CIN40S’0. 02CH2CI2 : C, 63.84 ; H, 6.22 ; N, 11.90. Found: C, 63.49, H, 6.13 ; N, 11.72. LC-MS (APCI) : (M+1) + = 471. 0. H NMR (400 MHz, CDCI3) 8 7.90 (d, J=8. 2 Hz, 1 H), 7.80 (d, J=8.0 Hz, 1 H), 7.58 (s, 1 H), 7.45 (ddd, J=8. 0,7. 1,1. 0 Hz, 1 H), 7.34 (ddd, J=8. 2,7. 1,1. 0 Hz, 1 H), 7.08 (s, 1 H), 3.61 (m, 4 H), 2.98 (m, 2 H), 2.80 (s, 4 H), 2.68 (m, 2 H), 2.44 (s, 2 H), 2.31 (s, 3H), 1.30 (s, 6H).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 3-Piperazinobenzisothiazole hydrochloride, 87691-88-1

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2005/66165; (2005); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 3-Piperazinobenzisothiazole hydrochloride, and cas is 87691-88-1, its synthesis route is as follows.

A round bottomed flask was charged with 5 g (22.8 mmol) of 3- (1- piperazinyl)-1, 2-benzisothiazole and 20 mL dimethylformamide dimethylacetal. The solution was heated to 90 C for 20 h and then concentrated in vacuo. The resulting yellow solid was treated with 3.76 g (2, 6-dimethyl-3-nitropyridine in 22 mL DMF and heated to 100 C for 48 h. The reaction was then cooled and concentrated in vacuo. This crude reaction product was dissolved in 90 mL dichloroethane and 1.9 mL (33 MMOL) HOAc, cooled to 0 C, and treated with 9.4 g (44 MMOL) NaBH (OAC) 3. The reaction was allowed to warm to rt overnight and then stirred for 90 h. The reaction was quenched with 200 mL K2CO3 and 100 mL CH2C12. The organic extracts were dried over MGS04, filtered, and concentrated in vacuo to give 15.5 g of a red liquid. This red liquid was crudely purified by filtration chromatography to give 5.3 g of a crude mixture of the desired nitro compounds as an approximate 1: 1 mixture. This crude mixture was hydrogenated (50 psi) for-65 h in 100 mL THF : TRIETHYLAMINE (19: 1) using RaNi catalyst. The reaction was filtered and concentrated to give 5 g of crude material which was purified BY SI02 chromatography using a gradient of EtOAc to 10% MeOH/EtOAc. This purification gave 0.30 G of isomer A and 0.46 g of isomer B, both as orange oils. Additionally, 1.1 g of a fraction containing both isomers was isolated. Isomer A : MS (APCI) : 354 [M+H] +. Isomer B: MS (APCI) : 354 [M+H]+.

87691-88-1, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,87691-88-1 ,3-Piperazinobenzisothiazole hydrochloride, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; WARNER-LAMBERT COMPANY LLC; WO2004/41793; (2004); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

18480-53-0, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3,4-Dichloroisothiazole-5-carboxylic acid, cas is 18480-53-0,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of 3,4-dichloroisothiazole-5-carboxylic acid (0.15 g, 0.76 mmol) in oxalyl chloride (2 mL) was added a catalytic amount of dimethylformamide (2 drops) and the mixture was heated to 80¡ã C. and stirred for 2 h. The excess oxalyl chloride was removed on the rotary evaporator. Meanwhile, 5-fluoro-2-(4-fluorobenzyloxy)-pyrimidin-4-ylamine (0.17 g, 0.68 mmol) was dissolved in THF (1 mL), treated with LiHMDS (1M in THF, 0.76 mL, 0.76 mmol) and stirred for 10 min. The freshly prepared 3,4-dichlorothiazole-5-carbonyl chloride*, dissolved in THF (1 mL), was added and the reaction was capped and stirred for 12 h. The reaction was diluted with water and the target compound was extracted with CH2Cl2 (3.x.5 mL). The combined extracts were dried over MgSO4 and then evaporated under reduced pressure. The mixture was eluted with CH2Cl2 through an anionic-exchange solid phase extraction column and then further purified by reverse-phase chromatography to give 3,4-dichloroisothiazole-5-carboxylic acid [5-fluoro-2-(4-fluorobenzyloxy)pyrimidin-4-yl]amide (0.035 g, 12percent) as a tan solid: mp 87-90¡ã C.; 1H NMR (400 MHz, DMSO-d6) delta 11.78 (s, 1H), 8.67 (s, 1H), 7.51-7.48 (m, 2H), 7.24-7.19 (m, 2H), 5.25 (s, 2H); MS (ESI) m/z 417 (M+H)+, 415 (M-H)-. *Nagata, T.; Kogure, A.; Yonekura, N.; Hanai, R.; Kaneko, I.; Nakano, Y. JP 2007211002 A

The chemical industry reduces the impact on the environment during synthesis,18480-53-0,3,4-Dichloroisothiazole-5-carboxylic acid,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; DOW AGROSCIENCES LLC; US2009/203647; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

7716-66-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 3-Chlorobenzo[d]isothiazole, cas is 7716-66-7,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

3-Chlorobenzo[d]isothia-zole (300 mg, 3.0 mmol) was dissolved in propane- 1,3 -diamine (3 mL) and heated at 8O0C for 3 h. The reaction mixture was cooled to room temperature, poured into water and extracted with ethyl acetate. The organic extract was dried over anhydrous sodium sulfate, filtered and the filtrate concentrated under reduced pressure to yield ^-(benzotdJisothiazol-S-ytypropane- 1,3-diamine as a yellow solid, (530 mg). 1H NMR (300 MHz, CDCl3): 7.8 (m, IH), 7.7 (m, IH), 7.5 (m, 2H), 7.3 (m, IH), 3.7 (m, 2H), 2.9 (t, 2H), 1.9 ppm (m, 2H).

The chemical industry reduces the impact on the environment during synthesis,7716-66-7,3-Chlorobenzo[d]isothiazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; RIGEL PHARMACEUTICALS, INC.; WO2006/91858; (2006); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole, and cas is 288-16-4, its synthesis route is as follows.

EXAMPLE 1 alpha,alpha-Bis(4-chlorophenyl)-5-isothiazolemethanol To a solution of 1.0 g of isothiazole in 20 ml of tetrahydrofuran were added 8.1 ml of a 1.52M solution of n-butyllithium in hexane at -78 C. The mixture was allowed to stir for 15 minutes at which time 3.2 g of 4,4′-dichlorobenzophenone were added as a solution in 25 ml of tetrahydrofuran. The reaction was allowed to warm to room temperature and was stirred for 2 hours. Twenty-five milliliters of a saturated ammonium chloride solution were added and the tetrahydrofuran was removed by evaporation. The resulting mixture was extracted three times with ethyl acetate. The combined organic extracts were washed with a saturated ammonium chloride solution, water, and a saturated sodium chloride solution, dried over magnesium sulfate and evaporated. The resulting oil was chromatographed over silica gel. The appropriate fractions were combined and evaporated resulting in an oil. Cyclohexane was added and 1.21 g of the desired title product were recovered by filtration as white crystals, m.p. 118-119.5 C. Analysis for C16 H11 Cl2 NOS: Calc.: C, 57.15; H, 3.30; N, 4.17; Found: C, 57.17; H, 3.07; N, 4.17.

288-16-4, In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles.,288-16-4 ,Isothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Eli Lilly and Company; US4560695; (1985); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com