3,4-Dichloroaniline → N,N-diphenyl-N'-(3,4-dichlorophenyl)urea

HRID 2291601Notes

Reaction equation

HRID 2291601 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[CH:7][C:8]=1[Cl:9])[NH2:5].[C:10]1([N:16]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17](Cl)=[O:18])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(N(CC)CC)C>C(Cl)(Cl)Cl>[C:10]1([N:16]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:17]([NH:5][C:4]2[CH:6]=[CH:7][C:8]([Cl:9])=[C:2]([Cl:1])[CH:3]=2)=[O:18])[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 72573,4-DichloroanilineHCID 8471TriethylamineHCID 65741N,N-Diphenylcarbamic chloride

Product 1

HCID 14370141N,N-diphenyl-N'-(3,4-dichlorophenyl)urea

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

3,4-Dichloroaniline (5.35 g, 0.033 mol) was dissolved in 100 ml of chloroform and 7.65 g (0.033 mol) of diphenylcarbamic chloride and 3.33 g (0.033 mol) of triethylamine were added.

Sources & evidence

ORD record
ord-84b1c5aea56348b8905898158efa0b07
Source dataset
uspto-grants-1989_01
Patent number
US04797419

Reaction notes

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