3,4-Dichlorophenyl isocyanate → N′-(3,4-Dichlorophenyl)-N-hydroxy-N-pentylurea

HRID 2420080Notes

Reaction equation

HRID 2420080 reaction equation
[CH2:1]([NH:6][OH:7])[CH2:2][CH2:3][CH2:4][CH3:5].[Cl:8][C:9]1[CH:10]=[C:11]([N:16]=[C:17]=[O:18])[CH:12]=[CH:13][C:14]=1[Cl:15]>C(OC(C)C)(C)C>[CH2:1]([N:6]([OH:7])[C:17]([NH:16][C:11]1[CH:12]=[CH:13][C:14]([Cl:15])=[C:9]([Cl:8])[CH:10]=1)=[O:18])[CH2:2][CH2:3][CH2:4][CH3:5]

Participants

4

Reactant 2

HCID 76073,4-Dichlorophenyl isocyanateHCID 9833936HCID 9833936, compound

Product 1

HCID 20312948N′-(3,4-Dichlorophenyl)-N-hydroxy-N-pentylureaYield 99.6%

Reagents, catalysts & solvents 1

HCID 7914Diisopropyl EtherSolvent2×

Procedure

A mixture of 16 g of N-pentyl-hydroxylamine in 80 ml of isopropyl ether was added to 29.2 g of 3,4-dichlorophenyl isocyanate in 500 ml of isopropyl ether and the mixture was stirred for 16 hours and was evaporated to dryness. The residue was taken up in petroleum ether to obtain 45 g of N-pentyl-N-hydroxy-N'-(3,4-dichlorophenyl)-urea melting at 88° C.

Workup

  1. customwas evaporated to dryness

Sources & evidence

ORD record
ord-0178ffe6a1b347a6a26889cea7c095c2
Source dataset
uspto-grants-1978_08
Patent number
US04108993

Reaction notes

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