Synthesis of 2,5-dihalothiazole-4-carboxylates

Tetrahedron Letters

Volumn 43, Issue 39, 2002, Pages 7051-7053

  Okonya, John F ^a   Al Obeidi, Fahad ^a  

^a Aventis Combinatorial Technol Ctr   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2,4 DIHALOTHIAZOLE 4 CARBOXYLIC ACID ETHYL ESTER; CARBOXYLIC ACID DERIVATIVE; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG PURIFICATION; DRUG SYNTHESIS; HALOGENATION;

EID: 0037163330     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)01556-3     Document Type: Article

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31. 2 (38.45 g, 172 mmol) was added followed by dropwise addition of isoamyl nitrite (26.6 g, 30.5 mL, 215 mmol). The mixture was stirred for 2 h. The solvent was removed by evaporation under reduced pressure and the residue was extracted with EtOAc/hexane (1:2) and filtered through silica gel. The combined filtrates were evaporated under reduced pressure to provide a yellow solid. The product was triturated with EtOAc/hexanes to provide the desired 2-bromo-4-carboethoxy-5-chlorothiazole as a yellow solid (30 g, 77%).