N-t-Butylformamide → 4,5-Dichloro-imidazole-2-carboxylic acid tert.-butylamide

Reaction equation

[C:1]([NH:5][CH:6]=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:8][C:9]1[C:13]([Cl:14])=[N:12][C:11](=C(Cl)Cl)[N:10]=1>>[C:1]([NH:5][C:6]([C:11]1[NH:10][C:9]([Cl:8])=[C:13]([Cl:14])[N:12]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 17045N-t-Butylformamide

HCID 124825724,5-Dichloro-2-(dichloromethylidene)-2H-imidazole

Product 1

HCID 157901234,5-Dichloro-imidazole-2-carboxylic acid tert.-butylamide

Procedure

Using the method described in Example 29b, the reaction of tert.-butylformamide and 4,5-dichloro-2-dichloromethylene-imidazole gave 4,5-dichloro-imidazole-2-carboxylic acid tert.-butylamide as a crystalline product of melting point 218° C.

Sources & evidence

ORD record: ord-27ca002c69bb491c9ce08e84850940da
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04234722

Reaction notes

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