ChemicalBook CAS DataBase List RARECHEM AL BI 1318

RARECHEM AL BI 1318 synthesis

14synthesis methods

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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$6.00/5g

2227-79-4 Synthesis

2227-79-4
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$6.00/5g

59937-01-8
64 suppliers
$43.00/250mg

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