m-Tolyl isocyanate → HCID 70269502, compound

HRID 1106938Notes

Reaction equation

HRID 1106938 reaction equation
[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][C:10]1=[O:22])=[O:7])([CH3:4])([CH3:3])[CH3:2].[C:23]1([CH3:32])[CH:28]=[CH:27][CH:26]=[C:25]([N:29]=[C:30]=[O:31])[CH:24]=1>C(Cl)Cl>[C:1]([O:5][C:6]([CH2:8][N:9]1[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=2[CH2:15][CH2:14][CH2:13][NH:12][CH:11]([C:30](=[O:31])[NH:29][C:25]2[CH:26]=[CH:27][CH:28]=[C:23]([CH3:32])[CH:24]=2)[C:10]1=[O:22])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 69303m-Tolyl isocyanateHCID 18788154HCID 18788154, compound

Product 1

HCID 70269502HCID 70269502, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 1-tert-butyloxycarbonylmethyl-2-oxo-2,3,4,5,6,7-hexahydro-1H-1,4-benzodiazonine (438 mg, 1.44 mmol) and m-tolylisocyanate (0.2 ml, 1.6 mmol) in DCM (4 ml) was stirred at room temperature for 90 minutes. Evaporation of the solvent gave the crude product which was purified by flash chromatography on silica gel with ethyl acetate-hexane (1:2) as eluant. (550 mg, 87%)

Workup

  1. customEvaporation of the solvent

Sources & evidence

ORD record
ord-8a7029334e704a5f87ddcd105b638832
Source dataset
uspto-grants-2000_05
Patent number
US06057311

Reaction notes

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