p-Chlorothiophenol → HCID 21557381, compound

HRID 1578992Notes

Reaction equation

HRID 1578992 reaction equation
[NH2:1][C:2]1[CH:7]=[C:6](Cl)[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1.[Cl:15][C:16]1[CH:21]=[CH:20][C:19]([SH:22])=[CH:18][CH:17]=1>>[NH2:1][C:2]1[CH:7]=[C:6]([S:22][C:19]2[CH:20]=[CH:21][C:16]([Cl:15])=[CH:17][CH:18]=2)[N:5]=[C:4]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[N:3]=1

Participants

3

Reactant 2

HCID 7815p-ChlorothiophenolHCID 3177476-Chloro-2-phenylpyrimidin-4-amine

Product 1

HCID 21557381HCID 21557381, compound

Conditions

Temperature
150 °C

Procedure

A mixture of 5.14 g. of 4-amino-6-chloro-2-phenylpyrimidine and 10.1 g. of p-chlorothiophenol is heated in an oil bath maintaining a temperature of 150°C. for twenty minutes. The reaction mixture is triturated with hot 10°/o sodium hydroxide. The product is collected on a filter, and washed with water repeatedly. The crude product weighs 8.0 g. and melts at 118°-121°C. Upon recrystallization from cyclohexane, there is obtained 4-amino-6-(4-chlorophenylthio)-2-phenylpyrimidine, m.p. 124°-125°C.

Workup

  1. additionA mixture of 5.14 g
  2. customThe reaction mixture is triturated with hot 10°/o sodium hydroxide
  3. customThe product is collected on a filter
  4. washwashed with water repeatedly
  5. customUpon recrystallization from cyclohexane

Sources & evidence

ORD record
ord-85dbfe2571c84c05b8a29a882a9b8578
Source dataset
uspto-grants-1976_02
Patent number
US03940395

Reaction notes

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