Hydrochloric Acid → Ethyl 2-formyl-1,3-thiazole-4-carboxylate

HRID 332600Notes

Reaction equation

HRID 332600 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([CH:11](OCC)[O:12]CC)[S:9][CH:10]=1)=[O:5])[CH3:2].Cl>CC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[N:7]=[C:8]([CH:11]=[O:12])[S:9][CH:10]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 16220290Ethyl 2-(diethoxymethyl)thiazole-4-carboxylate

Product 1

HCID 11355896Ethyl 2-formyl-1,3-thiazole-4-carboxylate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
60 °C

Procedure

2-(Diethoxymethyl)-4-thiazolecarboxylic acid ethyl ester (2.90 g, 11.8 mmol) synthesized according to Bull. Chem. Soc. Jpn., 58, 352 (1985), which is incorporated herein by reference in its entirety, was dissolved in acetone (37.3 mL), 1N aqueous hydrochloric acid solution (3.73 mL) was added, and the mixture was stirred with heating at 60° C. for 4 hours. After evaporation of the solvent, the mixture was worked up according to a conventional method to give the title compound as a crude product (2.13 g).

Workup

  1. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-fea23a868aa54df98316d3bff6ba4afb
Source dataset
uspto-grants-2014_11
Patent number
US08877805B2

Reaction notes

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