Chloroacetone → HCID 178474451, compound
Reaction equation
[C:1]([NH:4][C:5]([NH2:7])=[NH:6])(=[O:3])[CH3:2].Cl[CH2:9][C:10](=O)[CH3:11]>C(#N)C>[CH3:11][C:10]1[N:6]=[C:5]([NH:4][C:1](=[O:3])[CH3:2])[NH:7][CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
N-Acetylguanidine (1.516 g, 15 mmol, 3 equivalents, commercially available Aldrich) was added to 1-chloropropan-2-one (0.462 g, 5 mmol, 1 equiv) in acetonitrile (30 ml). The reaction mixture was heated to reflux for 12 hours under argon. Upon cooling, the reaction mixture was evaporated to dryness and the isolated residue was washed with water, filtered and air-dried to give 0.324 g N-(4-methyl-1H-imidazol-2-yl)acetamide. 1H-NMR (400 MHz, DMSO-d6): δ 13.3 (bs, 1H), 10.29 (bs, 1H), 6.80 (s, 1H), 2.27 (s, 3H), 2.02 (s, 3).
Workup
- temperatureThe reaction mixture was heated
- temperatureto reflux for 12 hours under argon
- temperatureUpon cooling
- customthe reaction mixture was evaporated to dryness
- washthe isolated residue was washed with water
- filtrationfiltered
- customair-dried
Sources & evidence
- ORD record
- ord-e66492094aa0491388b0c8d9d3ac4361
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08088767B2
Reaction notes
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