Bromoacetone → 1,6-Dimethyl-8-oxo-7,8-dihydro-imidazo[1,2-a]pyrazin-1-ium bromide salt

HRID 1809192Notes

Reaction equation

HRID 1809192 reaction equation
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[C:7]([NH2:9])=[O:8].[Br:10][CH2:11][C:12](=O)[CH3:13]>C(#N)C>[Br-:10].[CH3:1][N+:2]1[CH:6]=[CH:5][N:4]2[CH:11]=[C:12]([CH3:13])[NH:9][C:7](=[O:8])[C:3]=12

Participants

4

Reactant 2

HCID 11715BromoacetoneHCID 4470411-methyl-1H-imidazole-2-carboxamide

Product 1

HCID 866550891,6-Dimethyl-8-oxo-7,8-dihydro-imidazo[1,2-a]pyrazin-1-ium bromide saltYield 123.2%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 1-Methyl-1H-imidazole-2-carboxylic acid amide (3.0 g, 14.3 mmol), bromoacetone (2.36 g, 17.2 mmol) and acetonitrile (40 mL) is stirred overnight at 80° C. The solid formed is filtered and washed with acetonitrile to give 1,6-dimethyl-8-oxo-7,8-dihydro-imidazo[1,2-a]pyrazin-1-ium bromide salt (4.3 g, 86%).

Workup

  1. customThe solid formed
  2. filtrationis filtered
  3. washwashed with acetonitrile

Sources & evidence

ORD record
ord-d10cd3f347774ff1a7c89d2309ce0c33
Source dataset
uspto-grants-2013_01
Patent number
US08362018B2

Reaction notes

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