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Diazomethane → Methyl 2-ethyl-thiazole-5-carboxylate

HRID 2071407
Notes
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Reaction equation

HRID 2071407 reaction equation
[N+](=[CH2:3])=[N-].[CH2:4]([C:6]1[S:7][C:8]([C:11]([OH:13])=[O:12])=[CH:9][N:10]=1)[CH3:5]>C(Cl)Cl>[CH2:4]([C:6]1[S:7][C:8]([C:11]([O:13][CH3:3])=[O:12])=[CH:9][N:10]=1)[CH3:5]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 2077555-Thiazolecarboxylic acid, 2-ethyl-

Product 1

HCID 21408257Methyl 2-ethyl-thiazole-5-carboxylate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of diazomethane in methylene chloride was added to a suspension of 10.45 g of 2-ethyl-thiazole-5-carboxylic acid in 30 ml of methylene chloride until efferversence stopped and the methylene chloride was distilled. The oily residue was chromatographed over silica and was eluted with a 1:1 mixture of benzene-ethyl acetate to obtain 11.3 g of methyl 2-ethyl-thiazole-5-carboxylate.

Workup

  1. distillationthe methylene chloride was distilled
  2. customThe oily residue was chromatographed over silica
  3. washwas eluted with a 1:1 mixture of benzene-ethyl acetate

Sources & evidence

ORD record
ord-eb51efeb4aee4a3ea3665b059cc5fdc1
Source dataset
uspto-grants-1977_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US04046902

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes