2-Chloro-4,6-dimethylpyrimidine → HCID 19778088, compound

HRID 2082300Notes

Reaction equation

HRID 2082300 reaction equation
[CH3:1][N:2]1[C:6]([OH:7])=[C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:4]([CH3:16])=[N:3]1.Cl[C:18]1[N:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[N:19]=1>>[CH3:1][N:2]1[C:6]([O:7][C:18]2[N:23]=[C:22]([CH3:24])[CH:21]=[C:20]([CH3:25])[N:19]=2)=[C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:4]([CH3:16])=[N:3]1

Participants

3

Reactant 2

HCID 205502-Chloro-4,6-dimethylpyrimidineHCID 178434081HCID 178434081, compound

Product 1

HCID 19778088HCID 19778088, compoundYield 85.4%

Procedure

A mixture of 0.255 g (1.00 mmol) of 1,3-dimethyl-4-(4-chlorophenylthio)-5-hydroxypyrazole and 0.43 g (3.00 mmol) of 2-chloro-4,6-dimethylpyrimidine was heated on a bath of which temperature was 130° C. for 3 hours with stirring. After completing the reaction, the reaction mixture was purified by means of silica gel column chromatography (developing solution: ethyl acetate) to give 0.308 g of 1,3-dimethyl-4-(4-chlorophenylthio)-5-(4,6-dimethylpyrimidine-2-yloxy)pyrazole.

Workup

  1. temperaturewas heated on a bath of which temperature
  2. customthe reaction
  3. customthe reaction mixture was purified by means of silica gel column chromatography (developing solution: ethyl acetate)

Sources & evidence

ORD record
ord-ecd86f258d7c4d0e8c4cc95b8a048ebc
Source dataset
uspto-grants-1993_02
Patent number
US05189040

Reaction notes

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