Ethyl (chloroformyl)acetate → Ethyl thiazole-5-carboxylate

HRID 1737086Notes

Reaction equation

HRID 1737086 reaction equation
Cl[CH:2]([CH:8]=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH:10]([NH2:12])=[S:11]>>[C:3]([C:2]1[S:11][CH:10]=[N:12][CH:8]=1)([O:5][CH2:6][CH3:7])=[O:4]

Participants

3

Reactant 2

HCID 118030Ethyl (chloroformyl)acetateHCID 3005587Methanethioamide

Product 1

HCID 459108Ethyl thiazole-5-carboxylateYield 33%

Procedure

According to the procedure of Mashraqui and Keehn (J. Am. Chem. Soc. 1982, 104, 4461), ethyl α-chloro-α-formylacetate was condensed with thioformamide and vacuum distilled to provide 5.65 g (33%) of the desired compound.

Workup

  1. distillationdistilled

Sources & evidence

ORD record
ord-df3dd3769172410f8a8c7cc14d36add9
Source dataset
uspto-grants-1996_07
Patent number
US05541334

Reaction notes

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