Tetrahydrofuran → N'-(3-Bromophenyl)-N,N-dibutylurea

HRID 2166526Notes

Reaction equation

HRID 2166526 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:11])[O-])[CH:5]=[CH:6][CH:7]=1.O1CCCC1.[CH2:17]([NH:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20]>CCCCCC>[CH2:17]([N:21]([CH2:22][CH2:23][CH2:24][CH3:25])[C:9]([NH:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[CH:3]=1)=[O:11])[CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 8028Tetrahydrofuran2×HCID 8148DibutylamineHCID 21920096HCID 21920096, compound

Product 1

HCID 20499411N'-(3-Bromophenyl)-N,N-dibutylurea

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A solution of 1.46 g. of phenyl N-(3-bromophenylcarbamate in 15 ml. of tetrahydrofuran is added to a solution of 1.52 g. of di-n-butylamine in 20 ml. of tetrahydrofuran and the mixture is stirred under reflux for 24 hours. The mixture is diluted with hexane and the precipitate collected by filtration. Recrystallization from pentane affords 1,1-di-(n-butyl)-3-(3-bromophenyl)urea, m.p. 80°-81° C.

Workup

  1. temperatureunder reflux for 24 hours
  2. filtrationthe precipitate collected by filtration
  3. customRecrystallization from pentane

Sources & evidence

ORD record
ord-f73b2f0f28c641d4ba2658f41d63b3d7
Source dataset
uspto-grants-1983_06
Patent number
US04387105

Reaction notes

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