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.

EXAMPLE 95; 5-[3-(4-BENZO[D]ISOTHIAZOL-3-YL-PIPERAZIN-1-YL)-PROPIONYL]- 1, 1, 3, 3-TETRAMETHYL-INDAN-2-ONE; A mixture of 5- (3-Chloro-propionyl)-1, 1,3, 3-tetramethyl-indan-2-one (4.00 g, 14.4 mmol), 3-piperazin-1-yl-benzo [cisothiazole hydrochloride (3.81 g, 14.4 mmol), potassium carbonate (6.57 g, 47.5 mmol), sodium iodide (2.16 g, 14.4 mmol) in acetonitrile (250 mL) was stirred at rt for 24 h. The reaction was quenched with water (120 mL), and acetonitrile was evaporated. The residue was extracted with methylene chloride (2 x 250 mL). The combined organic extracts were washed with water, brine, dried over Na2SO4, evaporated. The residue was purified by chromatography (silica gel, 7: 3 to 1: 1 hexanes/EtOAc) to give 5- [3- (4-Benzo [dlisothiazol-3- yl-piperazin-1-yl)-propionyl]-1, 1,3, 3-tetramethyl-indan-2-one (4.60 g, 70%) as a pale yellow solid :’H NMR (300 MHz, CDCl3) 8 7.97-7. 90 (m, 3H), 7.82 (d, J = 8.1 Hz, 1 H), 7.47 (dd, J = 7.1, 0.9 Hz, 1 H), 7.39-7. 33 (m, 2H), 3.58 (t, J = 4.8 Hz, 4H), 3.27 (t, J = 7.3 Hz, 2H), 2.97 (t, J = 7.3 Hz, 2H), 2.78 (t, J = 4.9 Hz, 4H), 1.38 (s, 6H), 1.37 (s, 6H); ESI MS m/z 462 [C27H31N3O2S + 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?; WO2005/56540; (2005); 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 7 6-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-vl)-ethvll-2a, 3, 4, 5-tetrahydro-1 H- benzoRcdlindol-2-one; A 20 mL reaction vial was charged with 0.47 g (2 mmol, 1 eq) 6- (2-chloro- ethyl)-2a, 3,4, 5-tetrahydro-1 H-benzo [cd] indol-2-one, 0.51 g 3-piperazin-1-yl-benzo [d] – iso-thiazole hydrochloride, and 5 mL of 1 M aqueous sodium carbonate (Na2CO3) and heated to 100C for 60 h. The solid was filtered, washed with water and dried in vacuo overnight. The resulting solid was purified by medium pressure liquid chromatography (MPLC) (ethyl acetate (EtOAc) eluent) to give 0.36 g (43 % yield) of the desired material as a white solid. 1H NMR (400 MHz, CDCl3) 8 ppm 1.3 (qd, J=12. 3,3. 5 Hz, 1 H) 1.9 (m, 1 H) 2.2 (m, 1 H) 2.4 (dt, J=12. 2,4. 4 Hz, 1 H) 2.6 (m, 3 H) 2.8 (m, 6 H) 3.3 (dd, J=11. 8,5. 0 Hz, 1 H) 3.6 (s, 4 H) 6.6 (d, J=7. 6 Hz, 1 H) 7.0 (d, J=7. 8 Hz, 1 H) 7.3 (m, 1 H) 7.5 (m, 1 H) 7.8 (d, J=8. 1 Hz, 1 H) 7.9 (d, J=8.1 Hz, 1 H) 8.2 (s, 1 H). MS (APCI), (M+1) + = 292,419.

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

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 4-Bromoisothiazole, and cas is 24340-77-0, its synthesis route is as follows.

A mixture of 4-bromo-isothiazole (4.7 g, 28.66 mmol), tert-butyl acrylate (13 mL, 96.96 mmol), Pd(OAc)2 (700 mg, 3.13 mmol), tris-(o-tolyl)phosphine (2.1 g, 6.91 mmol), and TEA (10 g, 99.01 mmol) in 1,4-dioxane (100 mL) was refluxed vigorously under Ar at 125 C. for 2 h. The reaction mixture was cooled to room temperature and concentrated. The residue was purified by silica gel chromatography (PE:EA=15:1 to 10:1) to give tert-butyl (E)-3-isothiazol-4-ylprop-2-enoate (2.7 g, 44.6% yield) as a light yellow solid. LCMS (ESI) [M+Na]+=212.1. 1H NMR (400 MHz, CDCl3): delta 8.72 (s, 1H), 8.69 (s, 1H), 7.63 (d, J=16.0 Hz, 1H), 6.36 (d, J=16.0 Hz, 1H), 1.55 (s, 9H).

24340-77-0, 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.,24340-77-0 ,4-Bromoisothiazole, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Genentech, Inc.; Chan, Bryan; Daniels, Blake; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Huestis, Malcolm; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Siu, Michael; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Gancia, Emanuela; Jones, Graham; Lainchbury, Michael; Madin, Andrew; Seward, Eileen; Favor, David; Fong, Kin Chiu; Good, Andrew; Hu, Yonghan; Hu, Baihua; Lu, Aijun; US2018/282328; (2018); 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.

The above intermediate IV (0.01 mol) and the hydrochloride salt of the piperazine compound (V) (0.01 mol) were dissolved in DMF (100 mL).In the middle, K2CO3 (0.02 mol) was added. 3-(4-(3-(5-methyl-1H-indol-3-yl)propyl)piperazine-1-yl)benzo[d]isothiazole (VI-8) hydrochloride (white solid) 3.20 g, yield 75%.

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; Shanghai Pharmaceutical Industry Institute; China Pharmaceutical Industry Zongyuan; Li Jianqi; Gu Zhengsong; Zhou Ainan; Xiao Ying; (26 pag.)CN109467554; (2019); A;,
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.

Excess dried, -325 mesh potassium carbonate (20 G) was diluted in 500 mL acetone and 3-PIPERAZIN-1-YL-BENZOISOTHIAZOLE hydrochloride (13.05 G, 51.2 mmol) was added. The mixture was stirred for 15 min before 4-nitrophenethyl tosylat (14.93 G, 46. 5 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 14.86 g of a bright yellow solid. Yield 84%; mp 99 C ; MS (APCI) : 369 [M+H] +.

The chemical industry reduces the impact on the environment during synthesis,87691-88-1,3-Piperazinobenzisothiazole hydrochloride,I believe this compound will play a more active role in future production and life.

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

27148-03-4, 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. Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide, cas is 27148-03-4,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

Step A: Methyl 2-[(1,1-dioxo-1,2-benzoisothiazol-3-yl)thio]-3-(4-benzyloxyphenyl)propionate The solution of 0.3 g (0.001 mol) of methyl 3-[4-(benzyloxy)phenyl]-2-chloropropionate in methanol (2 ml) was added dropwise to the solution of 0.2 g (0.001 mol) 1,1-dioxo-1,2-benzoisothiazol-3(2H)-thione (thiosaccharine) and 0.04 g (0.001 mol) NaOH in methanol (3 ml). The solution thus obtained was heated at reflux for 5 h. The crude product obtained after evaporating the solvent was used without purification in the next step of the synthesis.

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 27148-03-4, Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide

Reference£º
Patent; ADAMED, Sp. z.o.o.; US2006/160870; (2006); 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 3 3-(1-Piperazinyl)-1,2-benzisothiazole odsold; hydrochloride Anhydrous piperazine (49.4 g, 0.57 mol) and t-butanol (10 mL) were added to a dry, 300 mL round bottom flask equipped with a mechanical stirrer, thermometer, condenser topped with a nitrogen inlet, and pressure-equalizing dropping funnel. After the flask was purged with nitrogen, it was heated to 100¡ã C. in an oil bath. A solution of 3-chloro-1,2-benzisothiazole (19.45 g, 0.11 mol) in t-butanol (10 mL) was added to the addition funnel, and then slowly added to the reaction flask over 20 minutes to moderate an exothermic reaction (112-118¡ã C.). Once addition was complete the yellow solution was heated to reflux (121 ¡ãC.) and then maintained at reflux for 24 hours. Thin-layer chromatography showed that the reaction was complete. The reaction mixture was cooled to 85¡ã C. and 120 mL of water was added. The hazy solution was filtered and the filter cake rinsed with 60 mL of t-butanol/water (1:1) solution. The pH of the combined filtrate and wash was adjusted to 12.2 with 50percent aqueous caustic. The aqueous solution was extracted with toluene (200 mL), the layers were separated, and the aqueous layer was extracted with fresh toluene (100 mL). The combined toluene layers were washed with water (75 mL), and then the toluene solution was concentrated in vacuo at 48¡ã C. to 90 mL. Isopropanol (210 mL) was added to the concentrate and then the pH was slowly adjusted to 3.8 with 7.6 mL of concentrated hydrochloric acid. The resulting slurry was cooled to 0¡ã C., granulated for 45 min, and then filtered. The filter cake was washed with cold isopropanol (50 mL) and then dried in vacuo at 40¡ã C. to afford 23.59 g (80percent yield) of 3-(1-piperazinyl)-1,2-benzisothiazole hydrochloride as an off white solid.

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-Chlorobenzo[d]isothiazole, 7716-66-7

Reference£º
Patent; Pfizer Inc.; US5935960; (1999); A;,
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.

The following procedure was used to prepare benzisothiazole tert-butyl esters: Di-tert-butyldicarbonate (128 mmol) was added to a suspension of 6-bromo-1,2-benzisothiazole-3-carboxylic acid (46.5 mmol) and 4-dimethylaminopyridine (4.26 mmol) in tert-butyl alcohol (40.0 mL) and tetrahydrofuran (40.0 mL) and the reaction mixture was heated at 65 C. for 16 hours. There was vigorous carbon dioxide evolution which gradually subsided as the mixture become homogeneous. The reaction mixture was concentrated and the residue was dissolved in dichloromethane. The dichloromethane solution was filtered through silica gel (ca. 50 g) and the eluent was concentrated to provide the ester product in 99% yield.

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; Schumacher, Richard; Danca, Mihaela Diana; Ma, Jianguo; Herbert, Brian; Nguyen, True Minh; Xie, Wenge; Tehim, Ashok; US2007/78147; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to isothiazole compound, name is 3,4-Dichloroisothiazole-5-carboxylic acid, and cas is 18480-53-0, its synthesis route is as follows.

In a 250 ml round bottom flask in water are sequentially added methanol 80 ml, 3,4-dichloro-thiazole-5-carboxylic acid (10.7 g, 53.8 mmol), gradually under the condition ice bath adds by drops two chlorine Asia sulphone (9.6 g, 80.7 mmol), the drop finishes heated to 40 degree c stirring 5 hours, after the reaction is complete to concentrate, add ethyl acetate to dissolve the filter, the filtrate of the distilled water are used to, saturated NaHCO3saturated NaCl wash again, anhydrous magnesium sulphate dried, concentrated, vacuum drying the white solid obtained 11.2 g, yield 98percent

18480-53-0, 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.,18480-53-0 ,3,4-Dichloroisothiazole-5-carboxylic acid, other downstream synthetic routes, hurry up and to see

Reference£º
Patent; Nankai University; Fan, Zi Jin; Zong, guangning; Li, Feng Yun; Li, yuedong; Li, Juan Juan; Ji, xiaotian; Chen, Lai; Zhu, Yu Jie; Liu, chaolun; Cheng, shengming; (21 pag.)CN103497182; (2016); B;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

Under nitrogen protection, compound 1 was added(20 g, 0.235 mol) was added to dry 100 ml of ether and stirred and dissolvedTemperature below 0 ,To this was added n-butyllithium (0.24 mol), and the mixture was kept at 0 C or less during the dropping,After the dropwise addition, the incubation reaction was carried out until no compound 1 was added.To the reaction solution was added bromine (0.5 mol)The reaction mixture was kept at 0 C or lower, and the mixture was slowly added to the room temperature after completion of the dropwise addition. After stirring for half an hour, the reaction was quenched by adding hydrochloric acid solution (2N, 500 ml) thereto.And the aqueous phase was extracted with ether (200 ml * 3) and discarded. The organic phase was combined and washed with sodium dithionite solution(100 ml * 2), dried over anhydrous sodium sulfate, filtered and concentrated to dryness to give compound 2 as a yellow oil.

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; Tianjin Jinyao Group Co., Ltd.; Li Jing; He Guangjie; Yang Xinyi; Wang Shuli; Chen Liying; Hu Xiaoyun; Sun Liang; (37 pag.)CN106890179; (2017); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com