Hydrazine hydrate (1:1) → HCID 13519854, compound

HRID 65114Notes

Reaction equation

[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6](Cl)[N:5]=[C:4]([S:15][CH3:16])[N:3]=1.O.[NH2:18][NH2:19]>CO>[Cl:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:6]([NH:18][NH2:19])[N:5]=[C:4]([S:15][CH3:16])[N:3]=1

Participants

Conditions

Temperature: 20 °C

Procedure

To a cold (ice bath) stirred solution of 25 g (0.09 mole) of 4,6-dichloro-2-methylthio-5-phenylpyrimidine in 250 ml of methanol was added slowly 10 g (0.2 mole) of hydrazine hydrate. After one hour the mixture was allowed to warm to about 20° C., and was then stirred at 20° C. for about 16 hours. The precipitate was separated by filtration to provide 4-chloro-6-hydrazino-2-methylthio-5-phenylpyrimidine. Recrystallization twice from hexanes/cyclohexane provided white crystals, m.p. 134°-135° C. Analysis: Calculated for C11H11ClN4S: %C, 49.5; %H, 4.15; % N, 21.0; Found: %C, 49.4; %H, 4.0; %N, 20.9.

Workup

customThe precipitate was separated by filtration

Sources & evidence

ORD record: ord-96d1710ca93b4047ab48874d012077e0
Source dataset: uspto-grants-1986_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04612375

Reaction notes

Loading…