m-Tolyl isocyanate → HCID 18788169, compound

HRID 1106925Notes

Reaction equation

HRID 1106925 reaction equation
[CH2:1]([N:8]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14](=[CH2:21])[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>ClCCl>[CH2:1]([N:8]1[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=2[C:14](=[CH2:21])[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 18788188HCID 18788188, compound

Product 1

HCID 18788169HCID 18788169, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1-benzyl-7-methylene-2-oxo-2,3,4,5,6,7-hexahydro-1H-1,4-benzodiazonine (94 mg, 0.32 mmol) and 3-methylphenylisocyanate (42 μl, 0.33 mmol) was stirred in dichloromethane (2 ml) at room temperature for 3 hours. Evaporation of the solvent and chromatography on silica gel with ethyl acetate-hexane as eluant (1:1) gave the product. (131 mg, 96%).

Workup

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

Sources & evidence

ORD record
ord-32abc53d9af240f4a01d998be03b6895
Source dataset
uspto-grants-2000_05
Patent number
US06057311

Reaction notes

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