1-Chloro-2,4-Dinitrobenzene → (2,4-Dinitrophenyl)cyanamide

Reaction equation

[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1Cl)([O-:3])=[O:2].[N:14]#[C:15][NH2:16]>C(O)C>[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[CH:7]=[CH:6][C:5]=1[NH:16][C:15]#[N:14])([O-:3])=[O:2]

Participants

Procedure

It is known, from J. pract. Chem. [2] 110 (1925) 300, to react 2,4-dinitrochlorobenzene with a large excess of cyanamide in aqueous ethanol to give 2,4-dinitrophenylcyanamide and to precipitate the latter by means of hydrochloric acid. When this precipitate is heated together with alcoholic hydrochloric acid, 2,4-dinitrophenylurea is obtained therefrom.