Sulfuric Acid → HCID 21873086, compound

Reaction equation

[Cl:1][CH2:2][C:3]#[N:4].[Cl:5][C:6]([Cl:19])([Cl:18])[CH:7](O)[NH:8][C:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.S(=O)(=O)(O)[OH:21]>>[Cl:5][C:6]([Cl:19])([Cl:18])[CH:7]([NH:8][C:9](=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[NH:4][C:3](=[O:21])[CH2:2][Cl:1]

Participants

Reactant 3

HCID 1118Sulfuric Acid

HCID 7856Chloroacetonitrile

HCID 39323N-(2,2,2-trichloro-1-hydroxyethyl)benzamide

Product 1

HCID 21873086HCID 21873086, compound

Procedure

Chloroacetonitrile (4.1g) was added dropwise to a solution of 1,1,1-trichloro-2-hydroxy-2-benzamidoethane (13.4g) in concentrated sulphuric acid (50 ml). The temperature was kept at 0° during the addition. The mixture was stirred at room temperature for 4 hours, then left overnight. The reaction mixture was poured on to ice. The precipitated solid was collected, washed with water and dried (14.65g). Recrystallisation from nitromethane gave pure 1,1,1-trichloro-2-benzamido-2-(chloroacetamido)ethane (12.7g, m.p. 210°-12°) whose infra red spectrum was identical to that of the product of the preceding Example.