4,7-Dichloroquinoline → HCID 19769530, compound

HRID 1590083Notes

Reaction equation

HRID 1590083 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([Cl:12])=[CH:9][CH:10]=2)[N:5]=[CH:4][CH:3]=1.[CH3:13][C:14]1[CH:19]=[C:18]([CH3:20])[N:17]=[C:16]([SH:21])[N:15]=1>>[Cl:12][C:8]1[CH:7]=[C:6]2[C:11]([C:2]([S:21][C:16]3[N:17]=[C:18]([CH3:20])[CH:19]=[C:14]([CH3:13])[N:15]=3)=[CH:3][CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 68664,7-DichloroquinolineHCID 1784266324,6-dimethylpyrimidine-2-thiol

Product 1

HCID 19769530HCID 19769530, compound

Conditions

Temperature
80 °C

Procedure

A mixture of 1.17 g of 4,7-dichloroquinoline, 1.0 g of 4,6-dimethyl-2-mercaptopyrimidine and 3 ml of N,N-dime thylimidazolidinone was heated at 80° C. for 1 hour. The reaction mixture was cooled and separated by column chromatography(n-hexane/ethyl acetate=1/1) to obtain 7-chloro-4-(4,6-dimethyl-2-pyrimidinylthio)-quinoline. Yield was 0.83 g. Melting point was 127.4°-129.5° C.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customseparated by column chromatography(n-hexane/ethyl acetate=1/1)

Sources & evidence

ORD record
ord-457f196f4c3b4db599cb8606a40b9a20
Source dataset
uspto-grants-1993_04
Patent number
US05202329

Reaction notes

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