Category: thiazole

182344-56-5, 2-Chloro-4-fluorobenzo[d]thiazole is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one STR179 A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform)., 182344-56-5

As the paragraph descriping shows that 182344-56-5 is playing an increasingly important role.

Reference：
Patent; Eli Lilly and Company; US5578724; (1996); A;,
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6294-52-6, 5,6-Dimethoxybenzo[d]thiazol-2-amine is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

6294-52-6, 4.1.1.4 3-(cyclopropylmethoxy)-4-(difluoromethoxy)-N-(5,6-dimethoxybenzo[d]thiazol-2-yl)benzamide 4d Obtained from the reaction of 2d with 3, yellow solid, yield 82% (072?gm), mp 155-156?C. 1HNMR (400?MHz, DMSO-d6) delta 9.97 (s, 1H, NH exchanged with D2O), 7.72 (s, 1H, Ar H), 7.62 (d, J?=?1.8, 8.2, 1H, Ar H), 7.40 (s, 1H, Ar H), 7.31 (d, J?=?1.8, 1H, Ar H), 7.22 (d, J?=?8.2, 1H, Ar H), 7.02 (s, 1H, CHF2), 3.98 (d, J?=?6.92, 2H, CH2), 3.81 (s, 3H, OCH3), 3.76 (s, 3H, OCH3), 1.30 (m, 1H, CH), 0.61 (m, 2H, 2 CH), 0.38 (m, 2H, 2 CH). 13C NMR (100?MHz, DMSO-d6) delta 164.80, 149.97, 148.64, 148.45, 142.84, 132.44, 129.51, 120.94, 119.56, 116.99, 115.45, 114.42, 114.03, 113.10, 111.59, 73.72, 56.50, 56.31, 10.43, 3.52. IR (KBr) upsilonmax?cm-1: 3259 (NH), 1647 (C=O). Elemental analysis calcd (%) for C21H20F2N2O5S (450.46): C, 55.99; H, 4.48; N, 6.22. Found: C, 56.23; H, 4.62; N, 6.39.

As the paragraph descriping shows that 6294-52-6 is playing an increasingly important role.

Reference：
Article; Moussa, Bahia A.; El-Zaher, Asmaa A.; El-Ashrey, Mohamed K.; Fouad, Marwa A.; European Journal of Medicinal Chemistry; vol. 148; (2018); p. 477 – 486;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1123-51-9,Benzo[d]thiazol-4-amine,as a common compound, the synthetic route is as follows.

General procedure: 6-Bromo-4-chloroquinoline (1.0 equiv.) and 3,4,5-trimethoxyaniline (1.1 equiv.) were suspended in ethanol (10 mL) and refluxed for 18 h. The crude mixture was purified by flash chromatography using EtOAc:hexane followed by 1-5% methanol in EtOAc, solvent was removed under reduced pressure to afford the desired product (1, 8-11, 13-31, and 33-43).

1123-51-9, 1123-51-9 Benzo[d]thiazol-4-amine 298490, athiazole compound, is more and more widely used in various fields.

Reference：
Article; Asquith, Christopher R.M.; Bennett, James M.; Su, Lianyong; Laitinen, Tuomo; Elkins, Jonathan M.; Pickett, Julie E.; Wells, Carrow I.; Li, Zengbiao; Willson, Timothy M.; Zuercher, William J.; Molecules; vol. 24; 22; (2019);,
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14527-44-7, Methyl thiazole-5-carboxylate is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 0. 54 g of g-4 and 10ml tetrahydrofurane (THF) was stirred at 0C under a nitrogen atmosphere. The mixture of 0. 16g of lithium aluminium hydride and 5ml of ether was added drop wise. After lhour at 0C water and 20% sodium hydroxide were added, and stirred during 30 minutes. The mixture was filtered over decalite and the solvent was removed by azeotropique distillation with toluene yielding 0.3g (69%) of thiazol-5-yl-methanol (g-5).

14527-44-7, 14527-44-7 Methyl thiazole-5-carboxylate 331117, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; TIBOTEC PHARMACEUTICALS LTD; WO2003/97616; (2003); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

3622-35-3, Benzo[d]thiazole-6-carboxylic acid is a thiazole compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Reference Production Example 10 To a mixture of 11 g of benzothiazole-6-carboxylic acid, 15 g of 3-hydroxybenzylamine hydrobromide, 20 ml of pyridine and 150 ml of DMF was added 14 g of WSC at 0C, and the mixture was stirred at room temperature for 1 hour. To the reaction mixture was added water, and the solvent was distilled off under reduced pressure. To the residue was added water, and the generated solid was collected by filtration. The solid was washed with water and hexane, and dried under reduced pressure. Sixteen g ofN- (3-hydroxyphenyl) methyl-benzothiazole-6-carboxamide was obtained.N- ( 3-hydroxyphenyl )methyl-benzothiazole-6-carboxamid 1H-NMR (DMSO-d6) delta: 4.45 (2H, d, J = 5.9 Hz), 6.64 (IH, dd, J = 7.2, 1.6 Hz), 6.76-6.77 (2H, m) , 7.12 (IH, t, J = 8.0 Hz), 8.06 (IH, dd, J = 8.5, 1.7 Hz) , 8.17 (IH, d, J = 8.5 Hz) , 8.71 (IH, d, J = 1.7 Hz), 9.15 (IH, t, J = 5.9 Hz), 9.33 (IH, s) , 9.54 (IH, s) ., 3622-35-3

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

Reference：
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; WO2009/157528; (2009); A1;,
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.59418-09-6,Methyl 4-thiazolecarboxylate,as a common compound, the synthetic route is as follows.

59418-09-6, A solution of 29 (0.014 mol) of methyl thiazole-4-carboxylate and 12 mL of 10% sodium hydroxide (0.03 mol) was added to a 100 mL three-necked flask and heated to reflux for 1 h.After cooling, a 20% HCl solution was added to the ice bath to neutralize pH = 3, and a solid was precipitated, suction filtered, and washed with a small amount of water.Drying gave the product thiazole-4-carboxylic acid 1.729 in a yield of 96.1%.

As the paragraph descriping shows that 59418-09-6 is playing an increasingly important role.

Reference：
Patent; Jiangsu Nuoen Crop Science Co., Ltd.; Meng Xianfeng; (9 pag.)CN109574953; (2019); 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.182344-56-5,2-Chloro-4-fluorobenzo[d]thiazole,as a common compound, the synthetic route is as follows.

EXAMPLE 162 (+)-(4aR)-(10bR)-4-methyl-8-(4-fluoro-2-benzothiazolylthio)-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one A 15 mL round bottom flask was charged with (+)-(4aR)-(10bR)-4-methyl-8-mercapto-10b-methyl-1,2,3,4,4a,5,6,10b-octahydrobenzo[f]quinolin-3-one (100 mg, 0.38 mmol), potassium carbonate (158 mg, 1.14 mmol), 2-chloro-4-fluoro benzothiazole (86 mg, 0.46 mmol and 1 mL of anhydrous dimethylformamide, fitted with a reflux condenser, and the stirred mixture was heated at 60, under nitrogen, for 48 h. The mixture was cooled, diluted with ethyl acetate (75 mL) and washed with brine (2*25 mL). The combined organic extracts were dried over sodium sulfate, concentrated, and purified by silica gel chromatography (80% ethyl acetate/hexanes eluent) to give 91 mg (58%) of the title compound as an amorphous solid. mp 140-145. FDMS: m/e=412. alpha[D]589 =+70.06 (c=0.52, chloroform).

182344-56-5, The synthetic route of 182344-56-5 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ELi Lilly and Company; US5629007; (1997); A;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica

4175-72-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4175-72-8,4-Chlorothiazole,as a common compound, the synthetic route is as follows.

[00262] To a thoroughly degassed solution of tert-butyl 4-(5,6-dichloro-2-iodo- pyrimidin-4-yl)-6,6-difluoro-1 ,4-diazepane-1 -carboxylate (3-003, prepared in scheme 3) (1 .6 g, 3.14 mmol), 4-chlorothiazole (0.38 g, 3.14 mmol) and cesium carbonate (1 .54 g, 4.71 mmol) in isoamyl alcohol (16 mL) was added palladium acetate (0.04 g, 0.157 mmol) and tri-tert- butylphosphonium tetrafluoroborate (0.09 g, 0.314 mmol). The mixture was heated to 90 C for 18 h. The reaction mixture was cooled before being diluted with ethyl acetate and 2 M HCI, and the two phases were separated. The aqueous was further extracted with ethyl acetate, the combined organics were dried (MgS04) and concentrated to dryness affording a dark brown film. The film was purified using flash chromatography on silica gel eluting with a mixture of ethyl acetate in cyclohexanes (0-50%). The desired fractions were concentrated to dryness to give the title compound (282 mg, 18%) as a brown film. LCMS: RT 5.82 min, Ml 502, Method (4LCMS1 ); NMR (400 MHz, CDCI3) delta 8.78 (s, 1 H), 4.49 (t, J = 12.1 Hz, 2H), 3.94 (s, 4H), 3.86 – 3.77 (m, 2H), 1 .49 (s, 9H).

The synthetic route of 4175-72-8 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; CARSWELL, Emma L.; CHARLES, Mark David; EKWURU, Chukuemeka Tennyson; ELUSTONDO, Fred; FOWLER, Catherine M.; OTT, Gregory R.; ROFFEY, Jonathan R; BROOKFIELD, Joanna L.; FORD, Daniel; CALDER, Mathew L.; (159 pag.)WO2018/87527; (2018); A1;,
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.15864-32-1,2-Amino-6-bromobenzothiazole,as a common compound, the synthetic route is as follows.

Step 3) Formation of6-(4,4,5,delta-tetramethyl-1,3-dioxaborolan-2-yl)-1,3-henzoi.azol-2- amineTo a solution of 6-bromo~1 ,3-benzothiazoi-2~amine (10 g, 43.6 mmoi) in dioxane (50 mL) was added bispinacoiotodiboron (16.6 g, 65.4 mmol), potassium acetate (12.8 g, 130.8 mmol) and PdCI2dppf.DCM (3.55 g, 43.6 mmol) and the resulting mixture was stirred at 100&;C for 12 h. After cooiing to RT the reaction mixture was filtered through a plug of Celite which was further washed with EA. The combined filtrate was evaporated to dryness and the residue purified by column chromatography (PBEA1 85/15) to afford the title compound (5.1 g, 42%) as a white solid. 1H NMR (DMSO-dt, 400 MHz) delta 7.92 (s, 1 H)1 7.65 (bs, 2H)1 7.50 (d, J= 8.7 Hz1 1 H)1 7.29 (d, J = 8.2 Hz,1 H), 1.27 (s, 12H)., 15864-32-1

15864-32-1 2-Amino-6-bromobenzothiazole 85149, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy; WO2010/100144; (2010); A1;,
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.40283-41-8,2-Aminothiazole-4-carboxylic acid,as a common compound, the synthetic route is as follows.

To a solution of (+/-)-cis-N1-(2-chloro-7-methyl-7H-pyrrolo[2,3 -d]pyrimidin-4-yl)cyclohexane-1,3-diamine ( 62 mg, 0.22 mmol) in a mixed solvent of tetrahydrofuran (4 mL) and dimethyl sulfoxide (1 mL) was added N,N-diisopropylethylamine (0.11 mL, 0.66 mmol) and 2-aminothiazole-4-carboxylic acid (63 mg, 0.44 mmol). The mixture was stirred at rt for 10 minitues, and then HATU (168 mg, 0.44 mmol) was added. The resulting mixture was stirred at rt for 3 h. To the reaction mixture was added water (10 mL), and the resulting mixture was extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with saturated brine (30 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to dryness to give the title compound as a colorless solid (89.9 mg, 100%).MS (ESI, pos.ion) m/z: 406.5[M+H].

40283-41-8, 40283-41-8 2-Aminothiazole-4-carboxylic acid 1501882, athiazole compound, is more and more widely used in various fields.

Reference：
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; REN, Qingyun; TANG, Changhua; LIN, Xiaohong; YIN, Junjun; YI, Kai; (270 pag.)WO2017/97234; (2017); A1;,
Thiazole | C3H3NS – PubChem
Thiazole | chemical compound | Britannica