Heterocyclic Building Blocks-Isothiazole

It is a common heterocyclic compound, the isothiazole compound, 3,4-Dichloroisothiazole-5-carboxylic acid, cas is 18480-53-0 its synthesis route is as follows.

To a solution of S^-dichloroisothiazole-delta-carboxylic acid (4.0Og, 20.1 mmol) in dichloromethane (75 ml_), cooled with an ice-brine bath, was added N,N-dimethylformamide (78 mul_, 1 mmol) followed dropwise by oxalyl chloride (1.94 ml_, 22.2 mmol). After stirring at room temperature for 2h, meanwhile gas evolution had completely stopped, all volatiles were removed in vacuo to affor the crude acid chloride (4.30 g).

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; BAYER CROPSCIENCE SA; WO2009/130193; (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.

Step 4: 3-(6-Chloro-l-isothiazol-4-yl-2-methyl-lH-indol-3-ylsulfanyl)-benzoic acid ethyl ester[00503] 3-(6-Chloro-2-methyl-lH-indol-3-ylsulfanyl)-benzoic acid ethyl ester (0.250 g, 0.723 mmol) was combined with CuO (0.118 g, 1.48 mmol), potassium carbonate (0.130 g, 0.941 mmol) and 4- bromoisothiazole (0.250 g, 1.52 mmol) in pyridine (2 mL) and the reaction was heated to 145 C overnight. After cooling the reaction was partitioned between ?0 and DCM and the aqueous layer was extracted with DCM. The combined organics were dried over MgS04 and concentrated then submitted to silica gel chromatograp -20% EtOAc in hexanes) to yield the title compound.

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; AMIRA PHARMACEUTICALS, INC.; ROPPE, Jeffrey, Roger; PARR, Timothy, Andrew; STOCK, Nicholas, Simon; VOLKOTS, Deborah; HUTCHINSON, John, Howard; WO2012/24620; (2012); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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.

EXAMPLE 96; 1-f7-r2- (4-Benzordlisothiazol-3-vl-piperazin-1-yl)-ethvll-3, 4-dihvdro-1 H- isoauinolin-2-vl-2. 2, 2-trifluoro-ethanone methane sulfonate; A mixture of 3-piperazin-1-yl-benzo [d] isothiazole hydrochloride (0.4056 g, 1.417 mmol), 1- [7- (2-chloro-ethyl)-3, 4-dihydro-1 H-isoquinolin-2-yl]-2, 2, 2-trifluoro- ethanone (0.3755 g, 1.287 mmol), anhydrous sodium carbonate (0.3019 g, 2. 848 mmol) and potassium iodide (0.0259 g, 0.156 mmol) in acetonitrile (10 mL) was allowed to react at 175 C for 0.5 h in a microwave reactor. The reaction was cooled to ambient temperature. CH2CI2 and H20 were added and the solution was mixed well then poured into a phase separator. The organic layer was concentrated in vacuo to give an oil. The oil was eluted through a flash column (silica gel 60, 230- 400 mesh, 30-100% EtOAc in CH2CI2 gradient over 1 h) to give a white waxy/gummy solid. Yield : 0.4106 g (0.865 mmol, 67 %). The solid (0.405 g, 0.853 mmol) was taken up in THF (8.5 mL) and heated to 40 C. Methanesulfonic acid (55. 5 J. L, 0.855 mmol) was added and after 5 min, the reaction was allowed to cool to ambient temperature. The product was allowed to crystallize overnight. Hexanes were added to the reaction mixture and the solid was filtered and washed with hexanes. The wet solid was dried in a vacuum oven at 50 C to give a white/off-white crystalline solid as the mesylate salt. Anal. calculated for C24H25F3N40SsCH403S : C, 52.62 ; H, 5.12 ; N, 9.82. Found: C, 52.36, H, 4.98 ; N, 9. 69.’H NMR (400 MHz, CDCI3) 8 11.66 (s, 1 H), 7.84 (d, J=7. 42 Hz, 2 H), 7.52 (m, 2 H), 7.41 (m, 1 H), 7.12 (m, 2 H), 4.76 (m, 4 H), 4.17 (m, 2 H), 4.00 (m, 4 H), 3.82 (m, 2 H), 3.27 (m, 3 H), 2.91 (m, 6 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; WO2005/66165; (2005); 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 12 6-Chloro-1-hydroxy-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene Analogously to Example 1, the title compound is obtained starting from 225 mg of isothiazole, 0.51 ml of diisopropylamine, 1.87 ml of 1.6M n-butyllithium in hexane and 540 mg of 6-chloro-1-tetralone in 36 ml of THF. The crude product is purified by column chromatography (SiO2, 0.2 bar, hexane/ethyl acetate 9:1). 1 H-NMR (CDCl3): delta(ppm)=1.9-2.31 (m,4H), 2.17 (s,1H), 2.9 (t,2H), 6.83 (d,1H), 7.17 (m,3H), 8.34 (d,1H).

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; Ciba-Geigy Corporation; US5246952; (1993); 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 36 3-[4-[1-(1,2-Benzisothiazol-3-yl)-4-piperazinyl]butyl]-5,5-dimethyl-4-thiazolidinone hydrochloride A mixture of 3-(4-bromobutyl)-5,5-dimethyl-4-thiazolidinone (3.50 g), 1-(1,2-benzisothiazol-3-yl)piperazine hydrochloride (3.70 g), K2 CO3 (6.34 g), NaI (330 mg) and acetonitrile (175 mL) was heated at 95 C. (bath temperature) under nitrogen. After 21 hours, TLC analysis (silica gel, 5% MeOH/CH2 Cl2) showed the absence of starting bromide and the presence of a major product, Rf =0.33. The reaction mixture was cooled to room temperature, ethyl acetate (150 mL) was added, and the mixture filtered. The filtrate was concentrated in vacuo to an oil which was triturated with ethyl acetate. The mixture was filtered again and the filtrate, after concentration, was chromatographed (Waters Prep 500, one silica gel column, 3% MeOH/CH2 CL2) to give 3.48 g of a viscous oil. The oil was dissolved in diethyl ether (500 mL), the solution filtered to remove a fluffy solid, and the filtrate acidified to pH=1 (hydrion paper) with an HCl/diethyl ether solution. The resultant salt (3.23 g) was recrystallized from ethanol/ethyl acetate yielding 2.29 g of white needles, mp 222-227 C. ANALYSIS: Calculated for C20 H28 N4 OS2 ¡¤HCl: 54.46%C; 6.63%H; 12.70%N; 8.04%Cl. Found: 53.93%C; 6.73%H; 12.58%N; 8.57%Cl.

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; Hoechst-Roussel Pharmaceuticals Incorporated; US5229388; (1993); A;,
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.

General procedure: General Procedure E: Preparation of Coupled Aryl and Heteroaryl Groups Using Buchwald Catalyzed Coupling Conditions Between an Organohalide in the Presence of a Tin Reagent (0331) [00219] A solution of organobromide (1.0 equivalent), organochloride (1.0 equivalent), hexabutylditin (1.0 equivalent) and Pd(dppf)Cl2?DCM (10 mol%) in anhydrous 1,4-dioxane (10 mL/mmol) was stirred at 100 oC under N2 overnight, then cooled and quenched with water (20 mL/mmol). The resulting mixture was extracted with EtOAc (20 mL/mmol x 3), the organic phases were separated and dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo, and the resulting residue was purified by silica gel column (0332) chromatography or preparative-TLC to afford the coupled ring system.

The chemical industry reduces the impact on the environment during synthesis,24340-77-0,4-Bromoisothiazole,I believe this compound will play a more active role in future production and life.

Reference£º
Patent; LYSOSOMAL THERAPEUTICS INC.; SKERLJ, Renato, T.; BOURQUE, Elyse Marie Josee; LANSBURY, Peter, T.; GREENLEE, William, J.; GOOD, Andrew, C.; (309 pag.)WO2017/176961; (2017); A1;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com

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: Potassium carbonate was dissolved in DMF, and 1,2-bezeneisothiazolin-1,1-dioxide (8) (1 equiv.) in dichloromethanewas added to the reaction solution, and stirred for overnight. Then,the reaction mixture was filtered through Celite, and washed with1 N HCl and saturated sodium hydrogen carbonate solution. Residualsolution was dried over magnesium sulfate, and concentratedin vacuo, and purified by column chromatography to afford the titlecompound.

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£º
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.

Preparation of the Starting Material At room temperature, 146 g (1.23 mol) of thionyl chloride are added dropwise with stirring over a period of 5 minutes to 8.92 g (0.045 mol) of 3,4-dichloro-isothiazole-5-carboxylic acid. Four drops of dimethylformamide are then added and the reaction mixture is heated under reflux for one hour. The reaction mixture is subsequently cooled to room temperature and concentrated under reduced pressure. In this manner, 12.19 g of 3,4-dichloro-isothiazole-5-carbonyl chloride are obtained in the form of an orange oil.

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; Bayer Aktiengesellschaft; US6277791; (2001); B1;,
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.

The above oily liquid was dissolved in 10 mL of DME and 2 mL of water, and 4-bromoisothiazole (275 mg, 1.68 mmol), Pd(PPh3)4 (48 mg, 0.042 mmol) and Na2CO3 (296 mg, 2.80 mmol), and the reaction was stirred at 100 C for 2 hours under nitrogen atmosphere. After cooling to room temperature, the reaction solution was poured into 60 mL of water and extracted three times with 20 mL of ethyl acetate. The combined ethyl acetate was washed with brine and dried over anhydrous sodium sulfate. Filtered, and concentrated by column chromatography (petroleum ether / ethyl acetate 1/1) to give 72mg as a white solid powder.

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; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (35 pag.)CN109651359; (2019); A;,
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.

To a solution of isothiazole-4-carboxylic acid (1.70 g, 12.98 mmol) in THF (17ml) was added t-BuLi (29.95 mL) at -78 C, and then a solution of CBr4 (8.62 g, 25.96 mmol) in THF (10 ml) was added dropwise. The mixture was stirred at -78 C for 2 h, quenched with addition of saturated aqueous NH4C1 solution and extracted with EtOAc (50 mL x 3). The aqueous layer was adjusted to pH =1.5 by addition of HC1 and extracted with EtOAc (50 mL x3). The combined organic layers were dried over MgSO4, filtered, and concentrated in vacuo to provide the title compound, which was used without further purification.

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; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (97 pag.)WO2016/100157; (2016); A2;,
Isothiazole – Wikipedia
Isothiazole – ScienceDirect.com