RARECHEM AL BI 1318 synthesis
- Product Name:RARECHEM AL BI 1318
- CAS Number:59937-01-8
- Molecular formula:C12H11NO2S
- Molecular Weight:233.29
70-23-5
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2227-79-4
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59937-01-8
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Yield:59937-01-8 94%
Reaction Conditions:
in ethanol at 20; for 2 h;Reflux;
Steps:
85A Ethyl 2-phenylthiazole-4-carboxylate
A solution of benzothioamide (3.00 g, 21.87 mmol) in EtOH (70 mL) was treated dropwise with ethyl bromopyruvate (5.10 g, 26.2 mmol) and stirred at room temperature for 30 min before being heated at reflux for 1.5 h. The cooled mixture was diluted with ethyl acetate (200 mL), washed (aqueous NaHC03, brine), dried over anhydrous MgSO4 and evaporated. The residue was purified on the ISCO using a REDISEP 80 g column (10 to 20% EtOAc-hexane) to give the title compound (4.82 g, 94%) as a yellow oil. LCMS (APCI): calcd for C12H12NO2S [M+H]+ m/z 234.05, found 234.1. 1H NMR (CDCl3, 400 MHz) δ ppm: 8.14 - 8.19 (m, 1H), 7.98 - 8.07 (m, 2H), 7.41 - 7.51 (m, 3H), 4.46 (q, J= 7.2 Hz, 2H), 1.44 (t, J= 7.2 Hz, 3H)
References:
WO2013/163279,2013,A1 Location in patent:Paragraph 00226
89530-19-8
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59937-01-8
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100367-77-9
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98-80-6
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425392-44-5
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98-80-6
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59937-01-8
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425392-45-6
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425392-46-7
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868-59-7
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100-52-7
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59937-01-8
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$43.00/250mg