Heterocyclic Building Blocks-Isothiazole

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

5. Preparation of ZPR in the melt of Na C03 decahydrate. To the melt of Na2C03 decahydrate (40g) was added BITP HCl (lOg) and CEI (10.35g) and the mixture was heated at 95 C for 10 hours. After 10 h the conversion to ZRP was 88. 2% (% area by HPLC). To the reaction mixture water was added and the solid was filtrated and washed with water. After drying the solid weighs 17.14g (purity by HPLC 88%).; 7. Preparation of ZPR in the presence of NaCl. In a three necked flask was charged 40 ml brine, BITP HC1 (14. 1g), CEI (10.35g) and Na2C03 (14. 1g) ; the mixture was than heated at 90C for 16hours. After this the mixture was cooled, water was added and the solid was filtrated, washed with water and dried. The product weights after drying 16.9g (purity by HPLC 87.5%).

With the complex challenges of chemical substances, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/40160; (2005); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

A solution of thiosaccharin (tsacH) (0.084 g, 0.425 mmol) in chloroform (10 cm3) was added to a solution of [Pt(kappa2-dppm)2]Cl2 (0.22 g, 0.22 mmol) in chloroform (10 cm3). A few drops of triethylamine were added and the resulting mixture was heated under reflex for 1 h. This produced a yellow solution which was filtered and reduced to half volume. Methanol (2 cm3) was added and the mixture was set aside to evaporate slowly at room temperature. The pale yellow crystalline solid thus formed was filtered off and dried in a vacuum oven (85%). 11: pale yellow solid, 85% yield. 1H NMR: delta 7.57 (d, J 7.60 Hz, 4H, Ar), 7.50-6.80 (m, 44 H, Ar), 3.46 (br, 4H, CH2); 31P{1H} NMR: 253 K 18.1 (br), -30.4 (br) ppm; 298 K 16.8 (vbr), -28.1 (vbr) ppm; 333 K -23.3 (vbr) ppm; IR(KBr) 3053w, 2932w, 1431s, 1313vs, 1159vs, 994s, 800s, 694s, 378m cm-1; Elemental Anal. Calc. for PtN2S4P4O4C64H52¡¤0.5CH2Cl2. Found: C, 55.42 (55.00); H, 3.79 (3.66); N: 2.00 (1.97)%.

With the complex challenges of chemical substances, we look forward to future research findings about 27148-03-4,belong isothiazole compound

Reference£º
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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO319,mainly used in chemical industry, its synthesis route is as follows.,87691-88-1

EXAMPLE 80 3-(4-(1-[1,2-Benzisothiazol-3-yl]-4-piperazinyl)butyl)1-thia-3-azaspiro[4.5]decan-4-one A mixture of 3-(4-bromobutyl)-1-thia-3-azaspiro[4.4]nonan-4-one (4.00 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.67 g), K2 CO3 (7.00 g) and NaI (300 mg) in acetonitrile (220 ml) was heated at 70 C. for 20 hours and the product was processed in substantially the same manner as in Example 10 to afford 3.01 g of crystalline solid, m.p. 209 C. ANALYSIS: Calculated for C23 H32 N4 OS2 ¡¤HCl: 57.42%C; 6.91%H; 11.64%N; 7.37%Cl. Found: 57.51%C; 6.82%H; 11.75%N; 7.30%Cl.

With the synthetic route has been constantly updated, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride,belong isothiazole compound

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO154,mainly used in chemical industry, its synthesis route is as follows.,936-16-3

Example 87 2-[{1-(tert-butyl)-5-phenyl-1H-pyrazol-3-yl}methyl]-2,3-dihydro[d]isothiazole 1,1-dioxide (Compound 32) To a solution of N,N-dimethylformamide (0.9 mL) in 1,2-benzisothiazoline-1,1-dioxide (10.6 mg, 0.063 mmol) was added potassium carbonate (83.9 mg, 0.607 mmol) at room temperature, followed by stirring for 10 min. This solution was slowly added with drops of {1-(tert-butyl)-5-phenyl-1H-pyrazol-3-yl}methyl bromide (18.7 mg, 0.064 mmol) in methylene chloride (3 mL), and stirred for a day at room temperature. When the reaction was completed as measured by TLC (Hexane:EtOAc=4:1), the reaction mixture was filtered through celite. The filtrate was neutralized with 1M HCl and an aqueous saturate sodium hydrogen carbonate solution. After extraction with ethyl acetate and water, the organic layer thus formed was dried over anhydrous magnesium sulfate, filtered, and concentrated in vacuo. The concentrate was purified by column chromatography (Hexane:EtOAc=6:1?2:1) to afford compound 23 (9.50 mg, 40percent, white solid).

With the complex challenges of chemical substances, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,belong isothiazole compound

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

Name is Isothiazole-5-carboxylic acid, as a common heterocyclic compound, it belongs to isothiazole compound, and cas is 10271-85-9, its synthesis route is as follows.,10271-85-9

Example-118; A solution of compound 117 (0.35 g, 2.67 mmol), diphenylphosphoryl azide (0.57 mL, 2.67 mmol) and triethylamine (0.37 mL, 2.67 mmol) in tert-butanol (10 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over sodium sulfate, and concentrated to afford a beige solid. Purification by column chromatography (SiO2, 40% ethyl acetate/hexanes) afforded compound 121 as a white solid 0.245 g (46%). 1H-NMR (400 MHz, DMSO-d6) delta 8.15(d, 1H), 6.72 (d, 1H), 1.48 (s, 9H).

With the complex challenges of chemical substances, we look forward to future research findings about Isothiazole-5-carboxylic acid

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.10271-85-9,Isothiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

Step 1: N-methoxy-N-methylisothiazole-5-carboxamide To a solution of 5-isothiazole carboxylic acid (5 g, 38.7 mmol) in dichloromethane (200 mL), 4-(dimethylamino)pyridine (473 mg, 3.87 mmol), N,O-dimethylhydroxylamine hydrochloride (4.53 g, 46.4 mmol) (N-(3-dimethylaminopropyl)-N’-ethyl-carbodiimide hydrochloride (8.17 g, 42.6 mmol) and triethylamine (13.63 muL, 97.0 mmol) were added and the reaction was stirred overnight at room temperature. The reaction mixture was then successively washed with 1N HCl, 1N NaOH and brine. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue obtained was used as such for the next step. 1H NMR (400 MHz, acetone-d6): 8.59 (s, 1H), 7.97 (s, 1H), 3.94 (s, 3H), 3.38 (s, 3H)., 10271-85-9

10271-85-9 Isothiazole-5-carboxylic acid 5200404, aisothiazole compound, is more and more widely used in various fields.

Reference£º
Patent; Grimm, Erich L.; Ducharme, Yves; Frenette, Richard; Friesen, Richard; Gagnon, Marc; Juteau, Helene; Laliberte, Sebastien; MacKay, Bruce; Gareau, Yves; US2008/188521; (2008); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.94594-90-8,(3aS,6S,7aS)-8,8-Dimethylhexahydro-1H-3a,6-methanobenzo[c]isothiazole 2,2-dioxide,as a common compound, the synthetic route is as follows.

In a round-bottomed flask, 80 g of (1S)-(-)-2,10-camphorsultam, 236.4 g of methyl tert-butyl ether, 2.27 g of 4-(dimethylamino)-pyridine and 41.36 g of triethylamine were placed, and to this, 63.46 g of capryloyl chloride was added dropwise at room temperature. After stirring for 1 hour, the reaction solution was added to a mixed solution of 7.75 g of 35percent hydrochloric acid and 200 g of water, and the organic layer was separated. The organic layer was washed with 25percent aqueous sodium hydroxide solution and subsequently with water, and concentrated under reduced pressure. Thus, 125.34 g of the titled compound was obtained (quality: 99.7percent measured by GC).Gas chromatography analysis was carried out using Shimadzu GC-14A (Column: 5percent Silicone OV-17 manufactured by GL Science, Detector: FID)., 94594-90-8

The synthetic route of 94594-90-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Yamazaki, Shigeya; Hosoya, Takeshi; US2009/118542; (2009); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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

(iii) Preparation of 5-[2-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one : Charge 1.0 litre demin water, 100 gm of step (ii) product, 122.4 gm 3-(1-piperazinyl)-1,2-benzisothiazole HCl] and 138.2 gm of sodium carbonate into a 3 litre three neck flask at 25 to 30C. Stir for 15 mins and heat to reflux temperature 95 to 100C. Maintain at reflux temperature for 15 hrs. Cool the reaction mixture to 45-50C. Add 1.0 lt of demin water into the reaction mixture and stir for 30 mins. Filter at 45 to 50C and wash with demin water. Suck dry for 30 mins to yield crude product. Charge 2 lt of demin water and above crude product and heat the mixture gradually to 45 to 50C and stir for 30 mins. Filter the product at 45 to 50C and wash with demin water. Suck dry the product for 30 mins. Charge 2.0 lt of demin water and 300 gm of crude product into a 1.0 litre three neck flask at 25 to 30C and heat the mixture gradually to 45 to 50C. Stir for 30 mins. Filter the product at 45 to 50C and wash with demin water till about neutral pH (6.5 to 7.0). Suck dry the product for 30 mins to get wet crude base [5-[2- [4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]ethyl]-6-chloro-1,3-dihydro-2H-indol-2-one. Add 300 gms of wet crude base and 1.0 lt of isopropanol at 25 to 30C. Warm the reaction mixture to 50 to [55C] and stir for 1.0 hr. Cool the reaction mixture gradually to 10 to 15C and stir for 30 mins. Filter the product and wash with chilled isopropanol. Suck dry for 30 mins. Charge 300 gm of wet crude base and 6 lt of tetrahydrofuran (THF). Heat the reaction mixture gradually to reflux temperature 65- 70C. Reflux till clear solution. Cool to 50 to 55C and add charcoal and stir for 30 min at 50 to 55C. Filter the charcoal and wash with hot THF. Distill out THF at 50 to 55C under vacuum till residual volume is 1 lt and cool the reaction mixture gradually to 5 to 10C and stir for 1 hr. Filter the product and wash with chilled THF. Suck dry the product for 30 mins. Dry the product at 60 to 65C.

87691-88-1 is used more and more widely, we look forward to future research findings about 3-Piperazinobenzisothiazole hydrochloride

Reference£º
Patent; SUN PHARMACEUTICAL INDUSTRIES LIMITED; WO2003/99198; (2003); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

As a common heterocyclic compound, it belong isothiazole compound,3,4-Dichloroisothiazole-5-carboxylic acid,18480-53-0,Molecular formula: C4HCl2NO2S,mainly used in chemical industry, its synthesis route is as follows.,18480-53-0

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

With the synthetic route has been constantly updated, we look forward to future research findings about 3,4-Dichloroisothiazole-5-carboxylic acid,belong isothiazole compound

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

As a common heterocyclic compound, it belongs to quinuclidine compound,Quinuclidine-4-carboxylic acid hydrochloride,40117-63-3,Molecular formula: C8H14ClNO477,mainly used in chemical industry, its synthesis route is as follows.,936-16-3

Step2. A mixture of compound 17 (300 mg, 1.18 mmol), 1 (240 mg, 1.42 mmol), Cs2CO3 (769 mg, 2.36 mmol), Cul (67 mg, 0.35 mmol) and 2-(dimethylamino)acetic acid hydrochloride (49 mg, 0.354 mmol) in dioxane (20 mL) was degassed and purged with N2 for (3X). The mixture was stirred at 100¡ãC for 12 hrs, filtered, and then diluted with ethyl acetate (50 mL). The solution was washed with saturated brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated to give 18 as a dark brown oil which was used without further purification.

With the synthetic route has been constantly updated, we look forward to future research findings about 2,3-Dihydrobenzo[d]isothiazole 1,1-dioxide,belong isothiazole compound

Reference£º
Patent; NUMERATE, INC.; RAIMUNDO, Brian; KOLTUN, Elena S.; GRIFFIN, John; STANGELAND, Eric; (93 pag.)WO2018/49324; (2018); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com