Hydrochloric Acid → [4-Chloro-6-(p-chlorobenzylamino)-2-pyrimidinylthio]acetic acid

Reaction equation

C([O:3][C:4](=[O:23])[CH2:5][S:6][C:7]1[N:12]=[C:11]([Cl:13])[CH:10]=[C:9]([NH:14][CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[N:8]=1)C.[OH-].[Na+].Cl>>[Cl:13][C:11]1[CH:10]=[C:9]([NH:14][CH2:15][C:16]2[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=2)[N:8]=[C:7]([S:6][CH2:5][C:4]([OH:23])=[O:3])[N:12]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 53738869[4-Chloro-6-(p-chlorobenzylamino)-2-pyrimidinylthio]acetic acid ethyl ester

Product 1

HCID 21557346[4-Chloro-6-(p-chlorobenzylamino)-2-pyrimidinylthio]acetic acidYield 77.2%

Procedure

[4-Chloro-6-(p-chlorobenzylamino)-2-pyrimidinylthio]acetic acid ethyl ester (1.4 g) was heated for 5 minutes with 30 ml. of 30% sodium hydroxide solution on a hot plate. The reaction mixture was then cooled and acidified with concentrated hydrochloric acid solution. The resulting precipitate was removed by filtration, washed with water and recrystallized from ethanol to afford 1.0 g of product, mp. 211°-213°C., decomp.