Thiophenol → 4-(4-Methyl-1-piperazinyl)-2-phenyl-6-phenylthiopyrimidine

HRID 1578969Notes

Reaction equation

HRID 1578969 reaction equation
Cl[C:2]1[CH:7]=[C:6]([N:8]2[CH2:13][CH2:12][N:11]([CH3:14])[CH2:10][CH2:9]2)[N:5]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:3]=1.[C:21]1([SH:27])[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.[OH-].[Na+]>O>[CH3:14][N:11]1[CH2:12][CH2:13][N:8]([C:6]2[CH:7]=[C:2]([S:27][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[N:3]=[C:4]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)[N:5]=2)[CH2:9][CH2:10]1

Participants

5

Reactant 3

HCID 7969ThiophenolHCID 14798Sodium HydroxideHCID 215573834-Chloro-6-(4-methyl-1-piperazinyl)-2-phenylpyrimidine

Product 1

HCID 215573854-(4-Methyl-1-piperazinyl)-2-phenyl-6-phenylthiopyrimidine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3.0 g. of the above prepared 4-chloro-6-(4-methyl-1-piperazinyl)-2-phenylpyrimidine and 10 ml. of thiophenol is heated under reflux for three hours and then poured into 300 ml. of water. The reaction mixture is basified with 40°/o sodium hydroxide solution. The product which is deposited crystallizes on cooling to afford 3.5 g. of product. Recrystallization from n-heptane affords 4-(4-methyl-1-piperazinyl)-2-phenyl-6-phenylthiopyrimidine, m.p. 125°-128°C.

Workup

  1. additionA mixture of 3.0 g
  2. temperatureunder reflux for three hours
  3. additionpoured into 300 ml
  4. customis basified with 40°
  5. customThe product which is deposited crystallizes
  6. temperatureon cooling
  7. customto afford 3.5 g
  8. customRecrystallization from n-heptane

Sources & evidence

ORD record
ord-6b8d023fcdf24bbaaa4a23a3d090b03a
Source dataset
uspto-grants-1976_02
Patent number
US03940395

Reaction notes

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