Propyl isocyanate → HCID 178457955, compound

HRID 1934676Notes

Reaction equation

HRID 1934676 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([NH:8][C:9]2[CH:28]=[CH:27][C:26]([N+:29]([O-:31])=[O:30])=[CH:25][C:10]=2[C:11]([NH:13][CH2:14][C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[C:17]([O:23][CH3:24])[CH:16]=2)=[O:12])[CH2:4][CH2:3]1.[CH2:32]([N:35]=[C:36]=[O:37])[CH2:33][CH3:34]>ClCCl>[CH3:24][O:23][C:17]1[CH:16]=[C:15]([CH:20]=[CH:19][C:18]=1[O:21][CH3:22])[CH2:14][NH:13][C:11](=[O:12])[C:10]1[CH:25]=[C:26]([N+:29]([O-:31])=[O:30])[CH:27]=[CH:28][C:9]=1[NH:8][C@H:5]1[CH2:6][CH2:7][C@H:2]([NH:1][C:36]([NH:35][CH2:32][CH2:33][CH3:34])=[O:37])[CH2:3][CH2:4]1

Participants

4

Reactant 2

HCID 61033Propyl isocyanateHCID 178491154HCID 178491154, compound

Product 1

HCID 178457955HCID 178457955, compoundYield 98.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(trans-4-aminocyclohexylamino)-N-(3,4-dimethoxybenzyl)-5-nitrobenzamide (100 mg) in dichloromethane (3 mL) was added propyl isocyanate (21.8 mg), and the mixture was stirred for 2 hours at ambient temperature. After evaporation of the solvent, the residue was triturated with ethyl acetate to give N-(3,4-dimethoxybenzyl)-5-nitro-2-[trans-4-(3-propylureido)cyclohexylamino]benzamide as yellow powders (118 mg).

Workup

  1. customAfter evaporation of the solvent
  2. customthe residue was triturated with ethyl acetate

Sources & evidence

ORD record
ord-c3614bf1c4e94bd6b2e772ac8396f5e2
Source dataset
uspto-grants-2002_05
Patent number
US06384080B1

Reaction notes

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