3,4-Dichlorophenyl isocyanate → HCID 20312944, compound

HRID 2420079Notes

Reaction equation

HRID 2420079 reaction equation
[CH2:1]([NH:8][OH:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl:10][C:11]1[CH:12]=[C:13]([N:18]=[C:19]=[O:20])[CH:14]=[CH:15][C:16]=1[Cl:17]>C1C=CC=CC=1>[OH:9][N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:19]([NH:18][C:13]1[CH:14]=[CH:15][C:16]([Cl:17])=[C:11]([Cl:10])[CH:12]=1)=[O:20]

Participants

4

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 2794173Benzylhydroxylamine

Product 1

HCID 20312944HCID 20312944, compoundYield 83.9%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 13.3 g of N-benzyl-hydroxylamine in 260 ml of anhydrous benzene was added to a solution of 20.3 g of 3,4-dichlorophenyl isocyanate in 400 ml of anhydrous benzene and the mixture was refluxed for half an hour and then was cooled with stirring. The mixture was vacuum filtered and the recovered crystals were empasted with benzene to obtain 28.2 g of N-hydroxy-N-benzyl-N'-(3',4'-dichlorophenyl)-urea melting at 157° C.

Workup

  1. temperaturethe mixture was refluxed for half an hour
  2. temperaturewas cooled
  3. filtrationfiltered

Sources & evidence

ORD record
ord-d07055001df84dffaeb44b8cc23c6adb
Source dataset
uspto-grants-1978_08
Patent number
US04108993

Reaction notes

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