Phenyl isocyanate → HCID 22478989, compound

HRID 1837570Notes

Reaction equation

HRID 1837570 reaction equation
[C:1]1([N:7]=[C:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:10]([C:14]1[N:15]([CH2:27][CH2:28][CH2:29][NH2:30])[C:16]2[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[N:19]=[CH:18][C:17]=2[N:26]=1)[CH2:11][CH2:12][CH3:13]>ClCCl>[CH2:10]([C:14]1[N:15]([CH2:27][CH2:28][CH2:29][NH:30][C:8]([NH:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[O:9])[C:16]2[C:25]3[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=3[N:19]=[CH:18][C:17]=2[N:26]=1)[CH2:11][CH2:12][CH3:13]

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 223444213-(2-Butyl-1H-imidazo[4,5-c]quinolin-1-yl)propan-1-amine

Product 1

HCID 22478989HCID 22478989, compoundYield 87.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

A solution of phenyl isocyanate (1.00 g, 7.79 mmol) in dichloromethane (10 mL) was added dropwise over 5 minutes with stirring to a solution of 3-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propylamine (2.00 g, 7.08 mmol) in dichloromethane (50 mL). The resulting precipitate was isolated by filtration to provide 2.50 g of N-[3-(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)propyl]-N′-phenylurea.

Workup

  1. customThe resulting precipitate was isolated by filtration

Sources & evidence

ORD record
ord-1b38023b182e44958a3ba2630a536c40
Source dataset
uspto-grants-2004_08
Patent number
US06784188B2

Reaction notes

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