N-bromobutanimide → HCID 85845687, compound

HRID 1414244Notes

Reaction equation

HRID 1414244 reaction equation
[CH3:1][NH:2][N:3]=[CH:4][C:5]1[N:6]([CH3:13])[C:7]([N+:10]([O-:12])=[O:11])=[CH:8][N:9]=1.[Br:14]N1C(=O)CCC1=O>C(Cl)(Cl)Cl>[CH3:1][NH:2][N:3]=[C:4]([Br:14])[C:5]1[N:6]([CH3:13])[C:7]([N+:10]([O-:12])=[O:11])=[CH:8][N:9]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 85845685HCID 85845685, compound

Product 1

HCID 85845687HCID 85845687, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The hydrazone formed in this manner is in turn allowed to react with N-bromosuccinimide at about room temperature in a suitable solvent, such as chloroform, to yield 1-methyl-5-nitroimidazole-2-carbonyl bromide alkyl or substituted-alkyl hydrazone. The reaction with N-bromosuccinimide is applicable to any of the substituted hydrazones to yield the bromo-substituted hydrazones. As a specific example, when 1-methyl-5-nitroimidazole-2-carboxaldehyde methyl hydrazone is allowed to react with N-bromosuccinimide at room temperature in chloroform solvent, there is obtained 1methyl- 5-nitroimidazole-2-carbonyl bromide methyl hydrazone.

Sources & evidence

ORD record
ord-619930b01c514caeac4b5609ecc29899
Source dataset
uspto-grants-1977_01
Patent number
US04001230

Reaction notes

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