Sodium Hydroxide → 6-Chloro-2,3-dihydro-3-hydroxy-2-imino-4-pyrimidinamine

반응식

[Cl:1][C:2]1[CH:7]=[C:6]([NH2:8])[N:5]=[C:4]([NH2:9])[N:3]=1.ClC1C=CC=C(C(OO)=[O:18])C=1.[OH-].[Na+]>>[NH2:8][C:6]1[N:5]([OH:18])[C:4](=[NH:9])[N:3]=[C:2]([Cl:1])[CH:7]=1

참가 물질

반응물 3

HCID 14798Sodium Hydroxide

HCID 674322,4-Diamino-6-chloropyrimidine

HCID 70297m-Chloroperbenzoic acid

생성물 1

HCID 15515256-Chloro-2,3-dihydro-3-hydroxy-2-imino-4-pyrimidinamine수율 44.7%

실험 절차

A 30 g. (0.15 mole) quantity of 4-chloro-2,6-diaminopyrimidine is dissolved in 600 ml. of hot 3A alcohol, the solution cooled to 0°-10° C. and 41.8 g. (0.24 mole) of m-chloroperbenzoic acid is added. The mixture is held at 0°-10° C. for 4 hours and filtered. The solid is shaken for 2 hours in 0.24 mole of 10% sodium hydroxide and filtered. The solid is washed with water and dried to yield 19.3 g. of crude product. This product is extracted for 1 hour with 900 ml. of boiling acetonitrile to yield 14.8 g. (44.7% yield) of 6-amino-4-chloro-1,2-dihydro-1-hydroxy-2-imino pyrimidine, m.p. 193° C.