Methyl Isocyanate → HCID 10134069, compound

HRID 1060871Notes

Reaction equation

HRID 1060871 reaction equation
[CH3:1][C:2]1[CH:11]=[C:10]([CH:12]([NH2:15])[CH2:13][CH3:14])[C:9]2[C:4](=[C:5]([C:16]3[C:21]([CH3:22])=[CH:20][C:19]([CH3:23])=[CH:18][C:17]=3[CH3:24])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:25][N:26]=[C:27]=[O:28]>ClC(Cl)C>[CH3:25][NH:26][C:27]([NH:15][CH:12]([C:10]1[C:9]2[C:4](=[C:5]([C:16]3[C:17]([CH3:24])=[CH:18][C:19]([CH3:23])=[CH:20][C:21]=3[CH3:22])[CH:6]=[CH:7][CH:8]=2)[N:3]=[C:2]([CH3:1])[CH:11]=1)[CH2:13][CH3:14])=[O:28]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 12970231HCID 12970231, compound

Product 1

HCID 10134069HCID 10134069, compound

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

A mixture of 1-[2-methyl-8-(2,4,6-trimethyl-phenyl)-quinolin-4-yl]-propylamine (55 mg), methyl isocyanate (0.3 ml), in dichloroethane (1 ml) was heated at 60° C. for 1 hrs. The mixture was quenched with water and extracted with chloroform. The organic layer was separated, dried and concentrated to give the crude material as a colorless oil. The oil was purified by preparative thin layer chromatography using 3% methanol in chloroform as solvent to give 42 mg of the title compound as a white glass foam.

Workup

  1. customThe mixture was quenched with water
  2. extractionextracted with chloroform
  3. customThe organic layer was separated
  4. customdried
  5. concentrationconcentrated
  6. customto give the crude material as a colorless oil
  7. customThe oil was purified by preparative thin layer chromatography

Sources & evidence

ORD record
ord-710c35dcd96d4ae78c1e12ff167a669f
Source dataset
uspto-grants-2003_02
Patent number
US06525067B1

Reaction notes

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