Methanethiol → HCID 21292461, compound

HRID 622289Notes

Reaction equation

HRID 622289 reaction equation
Br[C:2]1[N:6]([C:7]2[CH:12]=[CH:11][C:10]([C:13]([F:16])([F:15])[F:14])=[CH:9][C:8]=2[Cl:17])[N:5]=[CH:4][C:3]=1[C:18]#[N:19].[K].[CH3:21][SH:22].O>O1CCCC1>[Cl:17][C:8]1[CH:9]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:11]=[CH:12][C:7]=1[N:6]1[C:2]([S:22][CH3:21])=[C:3]([C:18]#[N:19])[CH:4]=[N:5]1

Participants

6

Reactant 4

HCID 878MethanethiolHCID 962WaterHCID 5462222PotassiumHCID 13755201HCID 13755201, compound

Product 1

HCID 21292461HCID 21292461, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 3.5 g (0.01 mol) of 5-bromo-1-(2-chloro-4-trifluoromethyl-phenyl)-4-cyano-pyrazole is added dropwise at 20°-25° C. to a suspension of 0.011 mol of potassium methylmercaptide, prepared by passing 0.6 g (0.011 mol) of methyl mercaptan into a solution of 1.4 g (0.012 mol) of potassium t-butylate in 50 ml of tetrahydrofuran. The mixture is stirred overnight, poured into water, and extracted by shaking three times with 100 ml of methylene chloride in each case. After drying the combined phases over sodium sulphate, the solution is concentrated in vacuo. An oily residue remains which crystallizes after standing overnight. 3.1 g (98% of theory) of 1-(2-chloro-4-trifluoromethyl-phenyl)-4-cyano-5-methylthio-pyrazole of melting point 59°-62° C. are obtained.

Workup

  1. customprepared
  2. extractionextracted
  3. stirringby shaking three times with 100 ml of methylene chloride in each case
  4. dry with materialAfter drying the combined phases over sodium sulphate
  5. concentrationthe solution is concentrated in vacuo
  6. customcrystallizes
  7. waitafter standing overnight

Sources & evidence

ORD record
ord-0474cc0540794704ab30615ef80179f4
Source dataset
uspto-grants-1988_09
Patent number
US04770692

Reaction notes

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