Thionyl Chloride → HCID 66703676, compound

HRID 425975Notes

Reaction equation

HRID 425975 reaction equation
S(Cl)(Cl)=[O:2].[NH2:5][C@H:6]1[CH2:11][CH2:10][CH2:9][CH2:8][C@@H:7]1[NH:12][C:13]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:14]=1[C:15]#N.[C:25](=O)(O)[O-:26].[Na+]>CO>[NH2:5][C@H:6]1[CH2:11][CH2:10][CH2:9][CH2:8][C@@H:7]1[NH:12][C:13]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:14]=1[C:15]([O:26][CH3:25])=[O:2]

Participants

5

Reactant 3

HCID 24386Thionyl ChlorideHCID 516892Sodium BicarbonateHCID 66703818HCID 66703818, compound

Product 1

HCID 66703676HCID 66703676, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

Methanol and thionyl chloride were added to 2-{[(1S,2S)-2-aminocyclohexyl]amino}-4-(trifluoromethyl)benzonitrile, followed by stirring with heating at 60° C. After neutralizing the reaction liquid by adding sodium bicarbonate aqueous solution thereto, the reaction liquid was post-treated to obtain methyl 2-{[(1S,2S)-2-aminocyclohexyl]amino}-4-(trifluoromethyl)benzoate.

Workup

  1. customthe reaction liquid
  2. customthe reaction liquid
  3. additionwas post-treated

Sources & evidence

ORD record
ord-b68013c9a26242a9aedde4847f5f0dda
Source dataset
uspto-grants-2012_01
Patent number
US08106190B2

Reaction notes

Loading…