Methyl Isocyanate → HCID 86740689, compound

HRID 482946Notes

Reaction equation

HRID 482946 reaction equation
[P:1]([O-:37])([O:30][CH2:31][CH2:32][N+:33]([CH3:36])([CH3:35])[CH3:34])([O:3][CH2:4][CH:5]([OH:29])[CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:2].[CH3:38][N:39]=[C:40]=[O:41]>N1C=CC=CC=1>[P:1]([O-:37])([O:30][CH2:31][CH2:32][N+:33]([CH3:36])([CH3:35])[CH3:34])([O:3][CH2:4][CH:5]([O:29][C:40](=[O:41])[NH:39][CH3:38])[CH2:6][O:7][C:8](=[O:28])[NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])=[O:2]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 13912325HCID 13912325, compound

Product 1

HCID 86740689HCID 86740689, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Conditions

Temperature
50 °C

Procedure

The hydroxy compound (300 mg) obtained in Example 28 and 1.5 ml of methyl isocyanate were dissolved in 7 ml of pyridine, and the solution was warmed at 50° C. for 5 hours. The solvent was then distilled off and the residue was purified by silica gel column chromatography [silica gel: 10 g; eluent: chloroform-methanol-water (65:25:4)] to give 298 mg of the above-identified compound.

Workup

  1. distillationThe solvent was then distilled off
  2. customthe residue was purified by silica gel column chromatography [silica gel: 10 g; eluent: chloroform-methanol-water (65:25:4)]

Sources & evidence

ORD record
ord-00cfcbbdeaee4a9c9e598c10ad6086ec
Source dataset
uspto-grants-1986_03
Patent number
US04576933

Reaction notes

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