Methyl Isocyanate → HCID 10155157, compound

HRID 1060869Notes

Reaction equation

HRID 1060869 reaction equation
[CH3:1][C:2]1[C:3]([O:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=2[CH3:22])=[N:4][C:5]([CH3:12])=[CH:6][C:7]=1[CH:8]([NH2:11])[CH2:9][CH3:10].[CH3:23][N:24]=[C:25]=[O:26]>ClC(Cl)C>[CH3:1][C:2]1[C:3]([O:13][C:14]2[C:19]([CH3:20])=[CH:18][C:17]([CH3:21])=[CH:16][C:15]=2[CH3:22])=[N:4][C:5]([CH3:12])=[CH:6][C:7]=1[CH:8]([NH:11][C:25]([NH:24][CH3:23])=[O:26])[CH2:9][CH3:10]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 12970219HCID 12970219, compound

Product 1

HCID 10155157HCID 10155157, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A mixture of 1-[3,6-dimethyl-2-(2,4,6-trimethyl-phenoxy)-pyridin-4-yl]-propylamine (26.5 mg), methyl isocyanate (0.05 ml), in dichloroethane (1 ml) was heated at reflux overnight. The mixture was quenched with water and extracted with chloroform. The organic layer was separated, dried and concentrated to give 27.1 mg of white solid. The solid was purified by preparative thin layer chromatography using 5% methanol in chloroform as solvent to give the title compound as a white solid.

Workup

  1. temperatureat reflux overnight
  2. customThe mixture was quenched with water
  3. extractionextracted with chloroform
  4. customThe organic layer was separated
  5. customdried
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-669cafe61c8e48e5bc71f50d530ea703
Source dataset
uspto-grants-2003_02
Patent number
US06525067B1

Reaction notes

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