m-Tolyl isocyanate → HCID 18788131, compound

HRID 1106928Notes

Reaction equation

HRID 1106928 reaction equation
[CH2:1]([N:8]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[CH:14]([CH3:21])[CH2:13][CH2:12][NH:11][CH2:10][C:9]1=[O:22])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][C:24]1[CH:25]=[C:26]([N:30]=[C:31]=[O:32])[CH:27]=[CH:28][CH:29]=1>O1CCOCC1>[CH2:1]([N:8]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[CH:14]([CH3:21])[CH2:13][CH2:12][N:11]([C:31](=[O:32])[NH:30][C:26]2[CH:27]=[CH:28][CH:29]=[C:24]([CH3:23])[CH:25]=2)[CH2:10][C:9]1=[O:22])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 187881341-benzyl-7-methyl-2-oxo-2,3,4,5,6,7-hexahydro-1H-1,4-benzodiazonine

Product 1

HCID 18788131HCID 18788131, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 1-benzyl-7-methyl-2-oxo-2,3,4,5,6,7-hexahydro-1H-1,4-benzodiazonine (96 mg, 0.33 mmol) and 3-methylphenylisocyanate (47 μl, 0.36 mmol) was stirred in dioxan (2 ml) at room temperature for 2 hours. Evaporation of the solvent and chromatography on silica gel with ethyl acetate-hexane (1:2) as eluant gave the product. (102 mg, 72%).

Workup

  1. customEvaporation of the solvent and chromatography on silica gel with ethyl acetate-hexane (1:2) as eluant
  2. customgave the product

Sources & evidence

ORD record
ord-e0a38871ffdc4b7599ec1f0e5cb50497
Source dataset
uspto-grants-2000_05
Patent number
US06057311

Reaction notes

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