p-Chlorothiophenol → HCID 21557400, compound

HRID 1578983Notes

Reaction equation

HRID 1578983 reaction equation
Cl[C:2]1[CH:7]=[C:6]([NH:8][CH2:9][CH2:10][O:11][CH3:12])[N:5]=[C:4]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=2)[N:3]=1.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([SH:28])=[CH:24][CH:23]=1>>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([S:28][C:2]2[N:3]=[C:4]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][CH:14]=3)[N:5]=[C:6]([NH:8][CH2:9][CH2:10][O:11][CH3:12])[CH:7]=2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 7815p-ChlorothiophenolHCID 21557394HCID 21557394, compound

Product 1

HCID 21557400HCID 21557400, compound

Procedure

A blended mixture of 6.5 g of 4-chloro-6-(2-methoxyethylamino)-2-(4-methoxyphenyl)-pyrimidine and 15.0 g. of p-chlorothiophenol is heated to 160°C. for 3 hours. Thereafter, the reaction mixture is cooled to room temperature and triturated with 60 ml. of 30°/o sodium hydroxide. The product is separated by filtration, washed with water and recrystallized from absolute ethanol to afford 6-(4-chlorophenylthio)-4-(2-methoxyethylamino)-2-(4-methoxyphenyl)pyrimidine, m.p. 117°-118.5°C.

Workup

  1. customtriturated with 60 ml
  2. customof 30°
  3. customThe product is separated by filtration
  4. washwashed with water
  5. customrecrystallized from absolute ethanol

Sources & evidence

ORD record
ord-0179b289110e4a03b2c784f3262f4bd5
Source dataset
uspto-grants-1976_02
Patent number
US03940395

Reaction notes

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