1,3-Dichloro-2-isocyanatobenzene → HCID 22647929, compound

HRID 394187Notes

Reaction equation

HRID 394187 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]=[C:10]=[O:11].[Br:12][C:13]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[C:26]([Br:33])[C:14]=1[CH2:15][NH:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1>C(Cl)Cl>[Br:12][C:13]1[CH:29]=[C:28]([N+:30]([O-:32])=[O:31])[CH:27]=[C:26]([Br:33])[C:14]=1[CH2:15][N:16]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1)[C:10]([NH:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[Cl:8])=[O:11]

Participants

4

Reactant 2

HCID 6045371,3-Dichloro-2-isocyanatobenzeneHCID 22648134HCID 22648134, compound

Product 1

HCID 22647929HCID 22647929, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,6-dichlorophenylisocyanate (1.54 g, 8.18 mmol) was added under nitrogen to a solution of N-(2,6-dibromo-4-nitrobenzyl)-N-(-4-methoxybenzyl)amine (3.35 g, 7.79 mmol) in CH2Cl2 (95 mL). The resulting mixture was stirred at rt for ca. 3 h. The reaction mixture was then concentrated under reduced pressure to yield N-(2,6-dibromo-4-nitrobenzyl)-N′-(2,6-dichlorophenyl)-N-(4-methoxybenzyl)urea as a yellow solid. Mass spectrum (ESI) 616 (M+1).

Workup

  1. concentrationThe reaction mixture was then concentrated under reduced pressure

Sources & evidence

ORD record
ord-036ff0cc66624adc824898ccbc4f4283
Source dataset
uspto-grants-2004_10
Patent number
US06809199B2

Reaction notes

Loading…