Acetone → HCID 178458061, compound

HRID 1438307Notes

Reaction equation

HRID 1438307 reaction equation
[Na].[C:2]([NH:5][NH2:6])([NH2:4])=[NH:3].Cl.[C:8]1([N:14]=[C:15]=[O:16])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:17][C:18]([CH3:20])=O>>[NH:14]([C:15]([NH:3][C:2]([NH:5][N:6]=[C:18]([CH3:20])[CH3:17])=[NH:4])=[O:16])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 4

HCID 180AcetoneHCID 7672Phenyl isocyanateHCID 5360545SodiumHCID 178418668HCID 178418668, compound

Product 1

HCID 178458061HCID 178458061, compound

Procedure

To a suspension of sodium (19 g, 0.82 mol) in acetone (1000 mL) and was added aminoguanidine hydrochloride (100 g, 0.91 mol) in portions. The mixture was refluxed for 60 minutes. The heating bath was removed, and phenyl isocyanate (78.4 g, 0.65 mol) was added dropwise during 30 minutes. The mixture was refluxed for another 30 minutes. The mixture was poured into ice water (2.5 L). The oil solidified at room temperature during an overnight stirring. The solid was filtered and washed with petroleum ether to afford the product as a yellow solid (150 g, 70

Workup

  1. temperatureThe mixture was refluxed for 60 minutes
  2. customThe heating bath was removed
  3. temperatureThe mixture was refluxed for another 30 minutes
  4. filtrationThe solid was filtered
  5. washwashed with petroleum ether

Sources & evidence

ORD record
ord-eab2d59d47be49dc92930d361b50501e
Source dataset
uspto-grants-2009_11
Patent number
US07622605B2

Reaction notes

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