Heterocyclic Building Blocks-Isothiazole

936-16-3, 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. 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, cas is 936-16-3,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

General procedure: [1-(tert-Butyl)-5-{4-(piperidin-1-yl)phenyl}-1H-pyrazol-3-yl]methanol (54.9 mg, 0.18 mmol) was reacted with tripheny phosphine(93.1 mg, 0.36 mmol) and carbontetrabromide (121 mg,0.37 mmol) for 1 h. at 0 C. Without purification, the reaction mixturewas added to compound 8 (27.3 mg, 0.16 mmol) in DMF, andstirred for overnight. Then the reaction mixture was extracted withethyl acetate. The organic layer was dried over magnesium sulfate,filtered, concentrated in reduced pressure, and purified by columnchromatography (Hex: EtOAc = 4: 1 then 1: 1) to give title compound(15.2 mg, 20percent). 1H NMR (300 MHz, CDCl3) d 7.89 (d, J = 7.9 Hz, 1H), 7.64?7.52(m, 2H), 7.40 (d, J = 7.1 Hz, 1H), 7.30?7.17 (m, 2H), 6.29 (d,J = 8.7 Hz, 2H), 6.22 (s, 1H), 4.52 (s, 2H), 4.46 (s, 2H), 3.26?3.23(m, 4H), 1.79?1.74 (m, 4H), 1.67?1.63 (m, 2H), 1.49 (s, 9H).; 13CNMR (75 MHz, CDCl3) d 151.9, 144.4, 143.3, 135.4, 134.3, 132.5, 131.1, 128.9, 124.5, 123.7, 121.4, 114.9, 109.0, 61.0, 50.0, 41.4,31.2, 25.7, 24.3.

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 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide, 936-16-3

Reference：
Article in Press; Hong, Jin Ri; Choi, Young Jin; Keum, Gyochang; Nam, Ghilsoo; Bioorganic and Medicinal Chemistry; (2017);,
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.

EXAMPLE 6 Synthesis of potassium 3,4-dichloroisothiazole-5-carboxylate (Compound No. 7) Potassium hydroxide (0.27 g) dissolved in 3 ml of water was added to a solution of 3,4-dichloroisothiazole-5-carboxylic acid (0.95 g) in 4 ml of ethanol. The solvent was distilled off under reduced pressure. The crystals thus obtained were washed with a small quantity of ethanol.

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：
Patent; Mitsui Toatsu Chemicals, Incorporated; US5240951; (1993); A;,
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.

To a solution of N- [5-CHLORO-4- (2-CHLORO-ACETYL)-2-METHYL-PHENYL]- acetamide (1.375 g, 5.286 mmol), in acetonitrile (50 mL) was added 3- PIPERAZIN-1-YL-BENZO [d] isothiazole hydrochloride (1.352 g, 5.286 mmol), potassium iodide (1EQ), and potassium carbonate (1.5eq). The reaction was stirred as a suspension at rt overnight. The reaction was diluted with H20 and the filtered. After drying at 50 C under high vacuum overnight, N- {4- [2- (4-BENZO [d] isothiazol-3-yl-peperazin-1-yl)-acetyl]-5-chloro-2- METHYL-PHENYL)-ACETAMIDE was collected as a white solid (2.034 g, 4.598 mmol). Yield = 87%. 100% pure at 254 nM; LCMS (APCI) : 443.3 [M+H] + ; ‘H NMR (400 MHz, DMSO-d6) B 9.41 (s, 1H), 8.02 (d, J = 8. 80HZ, 2H), 7.81 (s, 1H), 7.59 (s, 1H), 7.52 (t, J = 7.34Hz, 1H), 7.39 (t, J = 7.34Hz, 1H), 3.80 (s, 2H), 3.44-3. 37 (m, 4H), 3.30 (s, H20), 2.77-2. 68 (m, 4H), 2.23 (s, 3H), 2.08 (s, 3H).

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

94594-90-8, 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. (3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide, cas is 94594-90-8,the isothiazole compound, it is a common compound, a new synthetic route is introduced below.

[00124] [3aS-[1(E),3a,6,7a]]-1-[3-(3,4-difluorophenyl)-1-oxo-2-propenyl]-hexahydro-8,8-dimethyl-3H-3a,6-methano-2,l-benzisothiazole-2,2-dioxide: At 0-5 0C, a solution of 3-(3,4-difluoro-phenyl)-acryloyl chloride in dichloromethane (30 mL) was added to a mixture of (2R)-bornane-10,2-sultam (14.5 g, 67.35 mmol, 1.00 equiv), triethylamine (20.4 g, 201.98 mmol, 3.00 equiv), and dichloromethane (120 mL). The resulting solution was stirred at ambient temperature for about 3 hours and then water (40 mL) was added. Standard extractive workup with dichloromethane (2 x 40 mL) gave the title product as an off-white solid (18.5 g; yield = 72 percent). 1H NMR (300 MHz, CDCl3) delta: 7.68 (d, / = 15.6 Hz, 1 H), 7.15- 7.45 (m, 3 H), 7.19 (d, J = 15.6 Hz, 1 H), 4.00 (m, 1 H), 3.55 (q, J1 =13.8 Hz, J2 = 24.0 Hz ), 2.18 (m, 2 H), 1.93 (m, 2 H), 1.37-1.48 (m, 2 H), 1.22 (s, 3 H), 0.96 (s, 3 H).

The chemical industry reduces the impact on the environment during synthesis,94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,I believe this compound will play a more active role in future production and life.

Reference：
Patent; AUSPEX PHARMACEUTICALS, INC.; RAO, Tadimeti; ZHANG, Chengzhi; WO2011/17108; (2011); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

A solution of thiosaccharin (tsacH) (0.04 g, 0.24 mmol) in methanol (8 cm3) was added to a solution of K2[PtCl4] (0.05 g, 0.12 mmol) in water (3 cm3). The orange mixture was heated at reflux on a steam bath for 2 h. After cooling to room temperature the brown solid formed was filtered off, washed with water and dried in a vacuum oven to give 1 (0.049 g, 70%). 1H NMR (d6-dmso): delta 8.50 (d, J 7.0 Hz, 2H), 8.86 (d, J 6.8 Hz, 2H), 7.76 (m, 4H); IR v/cm-1; IR(KBr) 3085w, 1419s, 1340vs, 1100vs, 1012s, 804vs, 366m cm-1; Elemental Anal. Calc. for PtS4N2O4C14H8·H2O. Found: C, 27.58 (27.63); H, 1.64 (1.49); N, 4.60 (4.59)%.

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：
Article; Al-Jibori, Subhi A.; Al-Jibori, Mohamed H.S.; Hogarth, Graeme; Inorganica Chimica Acta; vol. 398; (2013); p. 117 – 123;,
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.

TsacH (63mg, 0.32mmol) was added to a cyclohexane solution (20mL) of [Ru3(CO)12] (100mg, 0.16mmol) and the reaction mixture was heated to reflux for 30min. The reaction mixture was then allowed to cool at room temperature. The solvent was removed under reduced pressure and the residue separated by TLC on silica gel. Elution with n-hexane/CH2Cl2 (v/v, 1:1) developed a yellow-orange band corresponding to [HRu5(CO)15(mu-N,S-tsac)(mu5-S)] (5). The product was recrystallized from n-hexane/CH2Cl2 at 4C to afford 5 as red crystals (18mg, 17%). Data for 5: Anal. Calc. for C22H5NO17Ru5S3: C, 22.84; H, 0.44; N, 1.21. Found: C, 23.14; H, 0.48; N, 1.23%. IR (nuCO, CH2Cl2): 2106w, 2083s, 2071vs, 2034s, 2014s, 1967w cm-1. 1H NMR (CDCl3): delta 7.88 (d, J 7.6Hz, 1H), 7.81 (t, J 7.6Hz, 1H), 7.72 (d, J 7.6Hz, 1H), 7.66 (t, 7.6Hz, 1H),-17.87 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis,27148-03-4,Benzo[d]isothiazole-3(2H)-thione 1,1-dioxide,I believe this compound will play a more active role in future production and life.

Reference：
Article; Mia, Md. Jadu; Reza, Md. Selim; Bhoumik, Nikhil C.; Ghosh, Shishir; Nesterov, Vladimir N.; Richmond, Michael G.; Kabir, Shariff E.; Journal of Organometallic Chemistry; vol. 906; (2020);,
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.

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), and K2CO3 (0.02 mol) was added.According to the general operation three,Preparation of 3-(3-(4-(benzo[d]isothiazol-3-yl)piperazin-1-yl)propyl)-1H-indole-5-hydroxy(VI-10) hydrochloride 3.21g, yield 75%

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：
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.

EXAMPLE 67; 1-(2-Acetyl-2, 3-dihvdro-1 H-isoindol-5-vl)-2-(4-benzordlisothiazol-3-ylpiperazin- 1-vl) ethanone; A mixture (suspension) of the title compound of Preparation 38 (2.10 g, 8.84 mmol), 3-piperazin-1-yl-benzo [cisothiazole hydrochloride (2.49 g, 9.72 mmol), K2CO3 (3.63 g, 26.3 mmol), and Nal (1.40 g, 9.34 mmol) in anhyd CH3CN (90 mL) under N2 was stirred at 25 C for 20 h, then the solvent was removed in vacuo. The residue was suspended in H2O, then extracted twice with EtOAc, however a solid remained undissolved in the aqueous phase. The solid was collected by suction filtration, washing and triturating with H2O, then dried in a vacuum oven at 50C for 3 d to give the title compound (2.68 g, 72%) as a light brown amorphous solid. Both TLC and ‘H NMR analyses indicated that the product was of high purity :’H NMR (300 MHz, CDCl3) # 8. 02 (d, J= 8.1 Hz, 1 H), 7.98 (br s, 1 H), 7.90 (d, J = 8. 2 Hz, 1 H), 7.82 (d, J= 8.0 Hz, 1 H), 7.48 (t, J= 7.5 Hz, 1 H), 7.32-7. 43 (m, 2 H), 4.87 (br s, 2 H), 4.85 (br s, 2 H), 3.91 (s, 1 H), 3.90 (s, 1 H), 3.59-3. 67 (m, 4 H), 2.81-2. 89 (m, 4 H), 2.20 (s, 1.5 H), 2.19 (s, 1.5 H); ESI MS milz421 [C23H24N402S + H] +.

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

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

To a solution of l-[4-[ethyl(tetrahydropyran-4-yl)amino]-5-oxido-6,7-dihydro- thieno[3,2-d]pyrinnidin-5-iunn-2-yl]azetidin-3-ol (5.0 mg, 14 muiotatauiotaomicronIota) in DCE (0.2 mL) was added solutions of 4-isothiazolecarboxylic acid (2.7 mg in 0.2 mL DCE, 21 muiotatauiotaomicronIota), DMAP (0.52 mg in 0.1 mL DCE, 4.3 muiotatauiotaomicronIota) and EDAC (4.1 mg in 0.1 mL DCE, 21 muiotatauiotaomicronIota). The mixture was shaken at 50 C for 20 minutes before it was concentrated in vacuo. Prep HPLC purification (basic) afforded the title compound as colorless oil. 1H NMR (DMSO-d6) delta: 9.81 (s, 1H), 9.00 (s, 1H), 5.52 – 5.45 (m, 1H), 4.84 – 4.68 (m, 1H), 4.53 – 4.40 (m, 2H), 4.13 (dd, 2H), 3.97 (td, J = 11.2, 4.3 Hz, 2H), 3.71 – 3.56 (m, 2H), 3.51 – 3.43 (m, 1H), 3.43 – 3.34 (m, 2H), 3.25 – 3.18 (m, 1H), 3.07 – 2.97 (m, 2H), 1.95 – 1.82 (m, 2H), 1.75 (d, J = 12.3 Hz, 1H), 1.62 (d, 1H), 1.19 (t, J = 6.9 Hz, 3H). HPLC-Retention time (XE Metode 7 CM) : 1.95 minutes. Detected “M + l”-mass: 464.15.

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：
Patent; LEO PHARMA A/S; LARSEN, Jens; (110 pag.)WO2019/57806; (2019); 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.

To a solution of 7 (497 mg, 1.07 mmol) in DMF (10 mL) were added 4-bromoisothiazole (262 mg, 1.60 mmol), CsF (324 mg, 2.13 mmol), Pd(PPh3)4 (123 mg, 0.11 mmol) and copper(I) iodide (40.6 mg, 0.21 mmol) at rt. The mixture was stirred at 100 C for 13 h. After removal of insoluble materials by filtration, the filtrate was diluted with EtOAc (20 mL), water (10 mL), and sat. aq. NaHCO3 (10 mL). The aqueous layer was extracted with EtOAc (15 mL × 3). The organic layers were combined, washed with water and brine, dried over Na2SO4, and concentrated under vacuum. The residue was purified by column chromatography (silica gel, eluted with 5-60% EtOAc/hexane) to yield 8a (208 mg, 75%) as a pale yellow solid. 1H NMR (300 MHz, DMSO-d6) delta 1.24 (3H, t, J = 7.1 Hz), 4.19 (2H, q, J = 7.1 Hz), 6.76 (1H, d, J = 16.1 Hz), 7.53-7.62 (2H, m), 8.66 (1H, d, J = 5.1 Hz), 8.77 (1H, s), 9.06 (1H, s), 9.28 (1H, s). MS (API): m/z 260.9 (M + H)+

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：
Article; Fujimoto, Jun; Hirayama, Takaharu; Hirata, Yasuhiro; Hikichi, Yukiko; Murai, Saomi; Hasegawa, Maki; Hasegawa, Yuka; Yonemori, Kazuko; Hata, Akito; Aoyama, Kazunobu; Cary, Douglas R.; Bioorganic and Medicinal Chemistry; vol. 25; 12; (2017); p. 3018 – 3033;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com