Day: March 16, 2022

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1094070-77-5,tert-Butyl (2-bromothiazol-5-yl)carbamate,as a common compound, the synthetic route is as follows.

Example 42 Preparation of di(tert-butyl) 2-bromo-1,3-thiazol-5-ylimidodicarbonate To a tetrahydrofuran (THF) (200 mL) solution of (2-bromo-thiazol-5-yl)-carbamic acid tert-butyl ester (19.8 g, 70.9 mmol) at 0 C (ice bath) was added NaH (3.12 g, 78 mmol, 60% dispersion in mineral oil) in one portion. Gas evolution was observed. The reaction was stirred for 30 minutes. (Boc)2O (17.0 g, 78 mmol) was added in one portion. The reaction was stirred for 5 minutes. The reaction vessel was pulled from the cooling bath and the reaction allowed to stir for 30 more minutes. Water and ethyl acetate were added to the reaction mixture. The layers were separated and the aqueous layer was extracted ethyl acetate (2 X). The combined organic layers were dried over MgSO4, filtered, and concentrated. Silica gel column chromatography (20 to 50% ethyl acetate/hexanes) afforded the final product as a white solid (25.0 g, 93% yield): mp 87-89 C; 1H NMR (300 MHz, CDCl3) delta 7.24 (s, 1H), 1.48 (s, 18H); ESIMS m/z 379, 381 (M+1)., 1094070-77-5

As the paragraph descriping shows that 1094070-77-5 is playing an increasingly important role.

Reference：
Patent; Dow AgroSciences, LLC; Trullinger, Tony; Hunter, Ricky; Garizi, Negar; Yap, Maurice; Buysse, Ann; Pernich, Dan; Johnson, Timothy; Bryan, Kristy; Deamicis, Carl; Zhang, Yu; Niyaz, Noormohamed; McLeod, CaSandra; Ross, Ronald; Zhu, Yuanming; Johnson, Peter; Eckelbarger, Joseph; Parker, Marshall; EP2604268; (2015); B1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3622-35-3,Benzo[d]thiazole-6-carboxylic acid,as a common compound, the synthetic route is as follows.

General procedure: tert-butyl (2S,3R)-3-hydroxy-4-(isobutylamino)-1-phenylbutan-2-ylcarbamate (6) (31.0 g) in dichloromethane was added to a solution of benzothiazole-6-carboxylic acid (1.05 eq), triethylamine (1.5 eq) and HATU (2-(7-aza-1H-benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate, 1.05 eq) in dichloromethane (500 mL). The reaction mixture was stirred at room temperature overnight. Water was added and the phases were separated. The organic phase was three times washed with a saturated aqueous Na2CO3 solution, brine, dried with MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: dichloromethane dichloromethane / methanol 95:5) to afford compound 8 quantitative.

3622-35-3, The synthetic route of 3622-35-3 has been constantly updated, and we look forward to future research findings.

Reference：
Article; Jonckers, Tim H.M.; Rouan, Marie-Claude; Hache, Geerwin; Schepens, Wim; Hallenberger, Sabine; Baumeister, Judith; Sasaki, Jennifer C.; Bioorganic and Medicinal Chemistry Letters; vol. 22; 15; (2012); p. 4998 – 5002;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

1003-07-2, Isothiazol-3(2H)-one is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 8 Isothiazolone composition was prepared by blending 14 wt % of an isothiazolone mixture comprising 5-chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one in a weight ratio of 3:1, 1 wt % of N,N’-dimethyl-3,3′-dithiodipropionamide, 1 wt % of N,N’-dimethyl-3-thiodipropionamide, 1 wt % of methyl-3-mercapto propionamide, and 83 wt % of organic solvent, as shown in the following table 8.

1003-07-2, 1003-07-2 Isothiazol-3(2H)-one 96917, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Sunkyong Industries Co., Ltd.; US5919400; (1999); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.119778-44-8,4-Ethyl-2-methylthiazole-5-carboxylic acid,as a common compound, the synthetic route is as follows.

EXAMPLE 6 (Compound No. 6) To a solution of imidazole (2.72 g; 40 mmol) in dry tetrahydrofuran (60 ml) was added dropwise thionyl chloride (1.20 g; 10 mmol) under ice-cooling while stirring. After the resultant mixture was turned to room temperature, 2-methyl-4-ethyl-5-thiazolecarboxylic acid (1.65 g; 10 mmol) was added thereto at once, and stirring was continued for 30 minutes. To the mixture was added dropwise a solution of 2-(2-thienyl)aminoacetonitrile (1.65 g; 12 mmol) in dry tetrahydrofuran under ice-cooling, and the resultant mixture was stirred at room temperature for 1 hour. After completion of the reaction, tetrahydrofuran was removed under reduced pressure to separate the residue. Water was added to the residue, which was extracted with ethyl acetate. The ethyl acetate layer was washed with water twice, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give crude oil. The oil was purified by silica-gel column chromatography (eluent:n-hexane:ethyl acetate=2:1 volume) to give crude crystals. Recrystallization from n-hexane/ethyl acetate gave 1.74 g of 2-(2-methyl-4-ethylthiazole-5-carboxamido)-2-(2-thienyl)acetonitrile as colorless crystals. m.p., 137-138 C. Yield, 60%., 119778-44-8

119778-44-8 4-Ethyl-2-methylthiazole-5-carboxylic acid 14648765, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; Sumitomo Chemical Company Limited; US4918089; (1990); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

939-69-5, 6-Hydroxybenzo[d]thiazole-2-carbonitrile is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

939-69-5, b. Synthesis of 2-cyano-6-hydroxybenzothiazole dimethyl phosphate ester. Five hundred mg (2.84 mmoles) of 2-cyano-6-hydroxybenzothiazole was placed in a 10 mL reactor vial, which could be sealed with a teflon cap and had a magnetic stir bar. A 5.0 mL aliquot of THF was added and upon stirring the 2-CBT dissolved rapidly giving a clear, light red solution. This was followed by the addition of 0.550 mL (402 mg. 3.97 mmoles) of triethylamine. The resulting clear solution was cooled to 4° C. by placing it in an ice bath. Next, 512 mg (3.54 mmoles) of dimethylchlorophosphate dissolved in 1.5 mL of THF was added to this solution over a period of 60 seconds. After approximately 20 minutes, the 10 mL reactor vial was removed from the ice bath and allowed to stir for two hours at room temperature. At this point the reaction was a thick slurry. The triethylammonium chloride salt was removed by suction filtration. The filtrate was transferred to a round-bottomed flask and concentrated on a rotoevaporator under vacuum. The residue was dissolved in 50 mL of ethyl acetate followed by the addition of 20 mL of water plus 10 mL of water saturated with NaCl. The phases were separated and the ethyl acetate layer was saved. The aqueous phase was back washed with 40 mL of ethyl acetate and this was combined with the previous ethyl acetate layer. The combined ethyl acetate solution was washed twice with a mixture of 15 mL of aqueous saturated NaCl and 5 mL of water. The ethyl acetate layer was dried over MgSO4, filtered and concentrated on a roto-evaporator at full vacuum. Approximately 5 mL of ethyl ether was added to the concentrate which dissolved the thick oil. This was cooled to -20° C. and white crystals formed rapidly. The white crystals were isolated by filtration. The melting point of the product, 2-cyano-6-hydroxybenzothiazole dimethylphosphate ester, (6-CBT-DMP) was 54.0°-55.1° C. The HPLC showed a purity of 96.4percent (by area). The column was 3.9 mm*25 mm with a flow rate of 1.0 mL/min with a linear program from 100percent water to 100percent methanol with a program time of 30 minutes. The product was monitored at 254 nm. The retention time for the product was 23.4 minutes. The NMR spectrum was determined. The solvent used for the NMR was deuterochloroform with TMS as an internal standard. There was a doublet centered at delta 3.9 with a coupling constant of 10 Hz and integrated for 6.00H’s. There was a multiplet centered at 7.9 which integrated for 3.08 hours.

As the paragraph descriping shows that 939-69-5 is playing an increasingly important role.

Reference：
Patent; JBL Scientific, Inc.; US5424440; (1995); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.58249-69-7,5,6-Dimethoxybenzo[d]thiazole,as a common compound, the synthetic route is as follows.

5,6-dimethoxybenzo[d]thiazole (l.58g, 8.09mmol) was added to a sealed tube and back evacuated with N2 (2x). THF (40mL) was added, and the reaction mixture was cooled to -78C. rt-BuLi (1.5M in Hex, 5.6mL, 8.9mmol) was added, and the reaction mixture was stirred at -78C for 30 min. 3-methyldihydrofuran-2,5-dione (l.02g, 8.90mmol) was added, and the reaction mixture was allowed to warm to RT over a period of 4 hours. HC1 (1N) was added until the aqueous layer was pH ~ 4. The aqueous layer was then extracted with EtOAc (3x). The organic layers were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The residue was purified by reverse phase chromatography (eluting ACN/H20 with 0.05% TFA). The fractions containing all product isomers were combined, diluted with H20, and extracted with EtOAc (3x). The organics were combined, dried over MgS04, filtered, and concentrated under reduced pressure. The racemic mixture was resolved by Chiral-SFC (CHIRACEL OJ-H (250mmx2lmm), 25% MeOH in C02) to afford four peaks. Concentration of the third eluting peak afforded 4-(5,6-dimethoxy-l,3-benzothiazol-2-yl)-2-methyl-4- oxobutanoic acid. LCMS (CI4HI6N05S) (ES, m/z): 310 [M+H]+. 1H NMR (500MHz, MeOD- d4) d 7.65 (s, 1H), 7.59 (s, 1H), 3.96 (s, 3H), 3.97 (s, 3H), 3.69 (dd, =l8Hz, 8.8Hz, 1H), 3.28 (dd, =l8Hz, 5.5Hz, 1H), 3.15-3.08 (m, 1H), 1.33 (d, =7.3Hz, 3H)., 58249-69-7

58249-69-7 5,6-Dimethoxybenzo[d]thiazole 12269882, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SHARP & DOHME CORP.; ALTMAN, Michael, D.; CASH, Brandon, D.; CUMMING, Jared, N.; DEMONG, Duane, E.; HAIDLE, Andrew, M.; JEWELL, James, P.; LARSEN, Matthew, A.; LU, Min; OTTE, Ryan, D.; TAOKA, Brandon, M.; TROTTER, Benjamin Wesley; TRUONG, Quang, T.; (97 pag.)WO2019/195063; (2019); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica