Water → HCID 20442317, compound

HRID 1632730Notes

Reaction equation

HRID 1632730 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][SH:7])=[CH:4][CH:3]=1.[OH-].[K+].[CH3:12][N:13]1[C:17](Cl)=[C:16]([Cl:19])[C:15]([Cl:20])=[N:14]1.O>CS(C)=O>[CH3:12][N:13]1[C:17]([S:7][CH2:6][C:5]2[CH:8]=[CH:9][C:2]([Cl:1])=[CH:3][CH:4]=2)=[C:16]([Cl:19])[C:15]([Cl:20])=[N:14]1

Participants

6

Reactant 4

HCID 962WaterHCID 14797Potassium HydroxideHCID 804094-Chlorobenzyl mercaptanHCID 14751841H-Pyrazole, 3,4,5-trichloro-1-methyl-

Product 1

HCID 20442317HCID 20442317, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
120 °C

Procedure

A stirred mixture of 10.3 g (0.065 moles) 4-chlorobenzyl mercaptan and 3.0 g (0.054 moles) potassium hydroxide in 50 ml dimethylsulfoxide was heated (at about 120° C.) for about 20 minutes. Then 10 g (0.054 moles) 1-methyl-3,4,5-trichloropyrazole were added. Heating (at about 120° C.) of the stirred reaction mixture was continued for about 4 hours. The reaction mixture was allowed to cool. The reaction mixture was added to water (about 50 ml); the resulting mixture was extracted with ether. The etheral phase was separated and dried over magnesium sulfate. The solvent was stripped and the residue was hard-topped. The product was purified by high pressure liquid chromatography to give 6 g.

Workup

  1. temperatureHeating
  2. custom(at about 120° C.) of the stirred reaction mixture
  3. temperatureto cool
  4. extractionthe resulting mixture was extracted with ether
  5. customThe etheral phase was separated
  6. dry with materialdried over magnesium sulfate
  7. customThe product was purified by high pressure liquid chromatography
  8. customto give 6 g

Sources & evidence

ORD record
ord-28d1fb17d6094691b1ea743a866bcb02
Source dataset
uspto-grants-1984_10
Patent number
US04477462

Reaction notes

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