Category: isothiazole

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

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

Name is Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 27148-03-4, its synthesis route is as follows.

A solution of Htsac (0.035 g, 0.18 mmol) in MeOH was added toa solution of 1 (0.10 g, 0.18 mmol) in CHCl3 (10 cm3). The mixturewas stirred for 2 h and the resulting pale brown solid was collectedand dried in vacuum. Yield 0.116 g, 90%. Anal. Calc. for C25H28ClN3-O2Pd2S2: C, 42.0, H, 4.0, N, 5.9. Found: C, 42.2, H, 4.0, N, 5.7. Molarconductivity (DMSO): 0.30 (X-1 mol1 cm1). IR: 3083w, 2916w,1558 m, 1453vs, 1317 s, 1168 s, 1020 s, 815 s, 449w, 362 s cm1.1H NMR (DMSO d6): d 8.12-8.10 (dd, J 7.2, 1.2 2H, Ph), 7.97-7.95(m, 1H, Ph), 7.84-7.82 (m, 2H, Ph), 7.60 (d, J 7.2, 1H, Ph), 7.47 (d, J 7.2, 1H, Ph), 7.05-6.91 (m, 5H, Ph), 6.82 (d, J 7.2, 1H, Ph), 4.02(s, 4H, CH2), 2.72 (s, 12H, 4CH3). Mp: 202-204 C.

27148-03-4, 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.,27148-03-4 ,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, other downstream synthetic routes, hurry up and to see

Reference£º
Article; Al-Jibori, Subhi A.; Hameed, Wisam J.; Al-Janabi, Ahmed S.; Basak-Modi, Sucharita; Wagner, Christoph; Hogarth, Graeme; Inorganica Chimica Acta; vol. 479; (2018); p. 197 – 202;,
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.

A mixture of 3,4-dichloroisothiazole-5-carboxylic acid (2.0 g) and toluene (20 mL) was treated with thionyl chloride (5.0 ml_) and lambda/,lambda/-dimethylformamide (0.5 mL), and the resulting mixture was heated at 1000C for 16 hours. The mixture was concentrated under reduced pressure and the residue was dissolved in tetrahydrofuran (5.0 mL). The mixture was cooled to -780C and treated dropwise over a period of 1 hour with a 2.0 M solution of sodium borohydride in lambda/,lambda/-dimethylformamide (8.5 mL). The mixture was stirred at – 780C for 5 minutes, diluted with 1.0 M aqueous hydrochloric acid solution and extracted with ethyl acetate. The combined organic extract was washed with saturated aqueous sodium chloride solution, dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with a mixture of cyclohexane and dichloromethane (1:0 to 0:1 by volume) to afford the title compound as a pale yellow solid (1.1 g).1H NMR (CDCI3): delta 4.96 (s, 2H).

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 3,4-Dichloroisothiazole-5-carboxylic acid, 18480-53-0

Reference£º
Patent; ARGENTA DISCOVERY LIMITED; WO2009/77728; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

24340-77-0, 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. 4-Bromoisothiazole, cas is 24340-77-0,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Intermediate 58: Methyl 6-(benzenesulphonylmethyl)-3-(isothiazol-4-yl)-2-methoxybenzoate[0588] A mixture of methyl 6-(benzenesulphonylmethyl)-2-methoxy-3-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)benzoate (Intermediate 59, 0.15g), tri-tert-butyl- phosphinium tetrafluoroborate (O.Olg), cesium carbonate (0.34g), tris-(dibenzylideneacetone)- dipalladium (0.016g), and 4-bromoisothiazole (0.06g) in dioxane (3.2ml) and water (0.4ml) was degassed and then heated in the microwave at 120C for 20 minutes. After cooling, the mixture was diluted with ether, dried (MgS04) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of ethyl acetate and cyclohexane with a gradient of 0-60% to give crude methyl 6- (benzenesulphonylmethyl)-3-(isothiazol-4-yl)-2-methoxy-benzoate (0..044g) as an oil. The material was used without further purification or characterisation.

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 4-Bromoisothiazole, 24340-77-0

Reference£º
Patent; ZAFGEN CORPORATION; DYKE, Hazel, Joan; CRAMP, Susan, Mary; PALLIN, Thomas, David; KULAGOWSKI, Janusz, Jozef; MONTANA, John, Gary; ZAHLER, Robert; WO2011/44506; (2011); A2;,
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.

(3,4-dichloroisothiazol-5-yl)methanolA solution of 3,4-dichloroisothiazole-5-carboxylic acid (2.0 g), N1N- dimethylformamide (few drops) and thionyl chloride (20 mL) in toluene (60 mL) was heated at 1000C for 16 hours. The reaction mixture was cooled to room temperature and concentrated under reduced pressure. The residue was dissolved in tetrahydrofuran (20 mL), cooled to -200C under a nitrogen atmosphere and treated dropwise with a 1.0 M sodium borohydride solution in N, N- dimethylformamide (8.5 ml.) over 1 hour. The mixture was stirred for 5 minutes after the end of addition and quenched with 1.0 M aqueous hydrochloric acid solution. The mixture was concentrated to low bulk under reduced pressure and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel, eluting with a mixture of cyclohexane and dichloromethane (1 :0 to 0:1 by volume), to afford the title compound as a pale yellow solid (1.1 g).1H NMR (300 MHz, CDCI3): delta 2.60 (s, 1H); 4.96 (s, 2H).

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; PULMAGEN THERAPEUTICS (ASTHMA) LIMITED; HYND, George; MONTANA, John Gary; FINCH, Harry; ARIENZO, Rosa; AHMED, Shahadat; WO2010/142934; (2010); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 3-Bromoisothiazole, and cas is 55512-82-8, its synthesis route is as follows.

Intermediate 123d was reacted with 3-bromoisothiazole in a method analogous to Example 122 to give Example 123 (5.9 mg, 11.5 muiotaetaomicron, 46percent). LC-MS (Method Al) RT = 1.39 min, MS (ESI) m/z: 512.4 (M+H)+. H NMR (500 MHz, DMSO-cfe) delta 9.18 (d, 7=4.6 Hz, 1H), 8.12 (br d, 7=7.9 Hz, 1H), 8.09 – 8.01 (m, 2H), 7.75 (br d, 7=7.9 Hz, 1H), 7.17 (br d, 7=7.9 Hz, 2H), 7.07 (br d, 7=7.9 Hz, 2H), 4.68 (s, 2H), 2.32 (t, 7=7.6 Hz, 2H), 1.90 – 1.77 (m, 6H), 1.67 (br d, 7=6.7 Hz, 2H), 1.49 (quin, 7=7.5 Hz, 2H), 1.27 (dq, 7=14.9, 7.4 Hz, 2H), 0.81 (t, 7=7.3 Hz, 3H) (1 exchangeable proton not observed).

55512-82-8, 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.,55512-82-8 ,3-Bromoisothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; UNIVERSITE DE MONTREAL; BRISTOL-MYERS SQUIBB COMPANY; PRIESTLEY, Eldon, Scott; REZNIK, Samuel, Kaye; RUEDIGER, Edward, H.; GILLARD, James, R.; HALPERN, Oz, Scott; JIANG, Wen; RICHTER, Jeremy; RUEL, Rejean; TRIPATHY, Sasmita; YANG, Wu; ZHANG, Xiaojun; (642 pag.)WO2018/5591; (2018); 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.

Preparation 1 SYNTHESIS OF 3-PIPERAZIN-1-YLBENZO[D]ISOTHIAZOLE A mixture of anhydrous piperazine (2.75 g, 32 mmol) and 3-chlorobenzo[d]isothiazole (1.00 g, 5.80 mmol) were heated in a sealed tube in an oil bath at 125¡ã C. for 24 hours. The orange melt was then quenched with ice water and 50percent NaOH was added in one portion. The mixture was extracted with dichloromethane to get the crude product which was purified by recrystallization to afford the title compound as a pale yellow solid in 24percent yield (0.260 g). MS (ES+) m/z 220 (M+1).

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; XENON PHARMACEUTICALS INC.; US2008/125434; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

677304-75-5, 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. 6-Bromobenzo[d]isothiazole-3-carboxylic acid, cas is 677304-75-5,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Step 5; Sulfuryl dichloride (86.7 mg, 728 mumol) is added to a solution of6-bromobenzo[d]-isothiazole-3-carboxylic acid (188 mg, 728 mumol). The reaction mixture is stirred for 30 min before removing the volatiles by rotovap. The residue is taken up in CH2Cl2 (0.587 ml) and a solution of 2-prorhoylamine (62.5 muL, 728 mumol) and triethylamine (101 mul, 728 mumol) in CHjCl2 (1.2 ml) is added. The reaction mixture is stirred at room temperature until LC/MS analysis indicates complete conversion to the desired product. The reaction mixture is diluted with distilled water and ethyl acetate. The layers are separated and the aqueous is extracted with ethyl acetate. The combined organics are washed with brine and dried over Na2SO4, filtered and concentrated to give 6-bromo-N-isopropylbenzo[d]isothiazole- 3-carboxamide.

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 677304-75-5, 6-Bromobenzo[d]isothiazole-3-carboxylic acid

Reference£º
Patent; AMGEN INC.; MEMORY PHARMACEUTICALS CORPORATION; WO2007/100880; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is Isothiazole-4-carboxylic acid, and cas is 822-82-2, its synthesis route is as follows.

To a solution of l-[4-[methyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrimidin-5-ium-2-yl]azetidin-3-ol (5.0 mg, 15 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (3.6 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota), DMAP (3.4 mg in 0.1 mL DCE, 28 muiotatauiotaomicronIota) and EDAC (5.3 mg in 0.2 mL DCE, 28 muiotatauiotaomicronIota) . The mixture was shaken at 50 C for 1 hour before it was concentrated in vacuo. Prep HPLC purification (acidic) afforded the title compound. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.53 – 5.44 (m, 1H), 4.93 – 4.79 (m, 1H), 4.48 (dd, J = 10.4, 6.7 Hz, 2H), 4.16 (dd, J = 10.7, 3.8 Hz, 2H), 4.01 – 3.93 (m, 2H), 3.53 – 3.45 (m, 1H), 3.43 – 3.37 (m, 2H), 3.25 – 3.20 (m, 1H), 3.19 (s, 3H), 3.10 – 2.97 (m, 2H), 1.92 – 1.79 (m, 2H), 1.69 – 1.54 (m, 2H).HPLC-Retention time (XE Metode 7 CM) : 1.88 minutes.Detected “M + l”-mass: 450.12.

822-82-2, 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.,822-82-2 ,Isothiazole-4-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com