1-Octanethiol → HCID 11141948, compound

HRID 636062Notes

Reaction equation

HRID 636062 reaction equation
[CH2:1]([SH:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl[C:11]1[C:16]([Cl:17])=[CH:15][C:14]([C:18]([F:21])([F:20])[F:19])=[CH:13][N:12]=1>[Cu]>[Cl:17][C:16]1[C:11]([S:9][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[N:12][CH:13]=[C:14]([C:18]([F:20])([F:19])[F:21])[CH:15]=1

Participants

4

Reactant 2

HCID 81441-OctanethiolHCID 1122342,3-Dichloro-5-(trifluoromethyl)pyridine

Product 1

HCID 11141948HCID 11141948, compound

Reagents, catalysts & solvents 1

HCID 23978CopperCatalyst

Conditions

Temperature
185 °C

Procedure

At 23° C., 17.6 g (0.1166 mol) of n-octanethiol were added with stirring over a period of 5 minutes to a mixture of 25 g (0.1132 mol) of 97.8% pure 2,3-dichloro-5-trifluoromethylpyridine and 7 mg (0.1 mol %) of copper powder, and the mixture was stirred at 185° C. for 4 h. After cooling, the reaction mixture was partitioned between methylene chloride and water and the organic phase was dried and concentrated. 35.4 g (96.1% of theory) of the title compound of 24 n D

Workup

  1. temperatureAfter cooling
  2. customthe reaction mixture was partitioned between methylene chloride and water
  3. customthe organic phase was dried
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-714dfe929afd48aa870da4bc46230d00
Source dataset
uspto-grants-2001_02
Patent number
US06191280B1

Reaction notes

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