[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine--hydrogen chloride (1/1) → HCID 13883411, compound

HRID 1193511Notes

Reaction equation

HRID 1193511 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:6]=[C:5]([Cl:13])[C:4]=1[NH:14][NH2:15].CN(C)[CH:18]=[C:19]([S:23][C:24]([F:27])([F:26])[F:25])[C:20](=O)[CH3:21]>C(O)C>[Cl:2][C:3]1[CH:8]=[C:7]([C:9]([F:10])([F:12])[F:11])[CH:6]=[C:5]([Cl:13])[C:4]=1[N:14]1[C:20]([CH3:21])=[C:19]([S:23][C:24]([F:27])([F:26])[F:25])[CH:18]=[N:15]1

Participants

4

Reactant 2

HCID 13121994[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine--hydrogen chloride (1/1)HCID 53821427HCID 53821427, compound

Product 1

HCID 13883411HCID 13883411, compoundYield 65.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 29 g (0.1 mol) of 2,6-dichloro-4-trifluoromethylphenylhydrazine hydrochloride and 21 g (0.1 mol) of 1-dimethylamino-2-trifluoromethylthio-but-1-en-3-one in 150 ml of ethanol is stirred for 16 hours at 70° C. to 75° C. The mixture is worked up by concentrating in vacuo, the residue is taken up in chloroform, washed with water, dried over sodium sulphate and concentrated in vacuo, and the residue is distilled in a high vacuum. 26 g (61% of theory) of 1-(2,6-dichloro-4-trifluoromethyl-phenyl)-5-methyl-4-trifluoromethylthiopyrazole of boiling point 140° C. at 0.02 mbar and of melting point 54° C.-56° C. are obtained.

Workup

  1. concentrationby concentrating in vacuo
  2. washwashed with water
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated in vacuo
  5. distillationthe residue is distilled in a high vacuum

Sources & evidence

ORD record
ord-2f00dd4b3f2d47e0b45b0e83b3cf2d43
Source dataset
uspto-grants-1989_03
Patent number
US04810720

Reaction notes

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