p-Chlorothiophenol → HCID 21557366, compound

HRID 1578991Notes

Reaction equation

HRID 1578991 reaction equation
Cl[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.[CH2:15]([N:17]([CH2:21][CH3:22])[CH2:18][CH2:19][NH2:20])[CH3:16].[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([SH:30])=[CH:26][CH:25]=1>>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([S:30][C:2]2[CH:7]=[C:6]([NH:20][CH2:19][CH2:18][N:17]([CH2:21][CH3:22])[CH2:15][CH3:16])[N:5]=[C:4]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[N:3]=2)=[CH:26][CH:25]=1

Participants

4

Reactant 3

HCID 7815p-ChlorothiophenolHCID 60993N,N-DiethylethylenediamineHCID 77338Fenclorim

Product 1

HCID 21557366HCID 21557366, compound

Procedure

Employing the above procedure, 7.0 g. of 4,6-dichloro-2-phenylpyrimidine is reacted with 34 ml. of N,N-diethylethylenediamine, followed by the reaction of the crude product thereof with 12.5 g. of p-chlorothiophenol. Recrystallization of the crude product (3.85 g.) from n-heptane affords 4-(4-chlorophenylthio)-6-[2-(diethylamino)ethylamino]-2-phenylpyrimidine, m.p. 83.5°-86°C.

Workup

  1. customRecrystallization of the crude product (3.85 g.) from n-heptane

Sources & evidence

ORD record
ord-e27e490e4eca4ad7b215350c88080042
Source dataset
uspto-grants-1976_02
Patent number
US03940395

Reaction notes

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