Thionyl Chloride → HCID 20165021, compound

HRID 255875Notes

Reaction equation

HRID 255875 reaction equation
O[CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1.S(Cl)([Cl:17])=O>C(Cl)Cl>[ClH:17].[Cl:17][CH2:2][CH2:3][NH:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([C:11]([F:14])([F:13])[F:12])[CH:6]=1

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 156361032-[[3-(Trifluoromethyl)phenyl]amino]ethanol

Product 1

HCID 20165021HCID 20165021, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

20.5 g (0.1 mole of N-(2-hydroxy-ethyl)-3-trifluoromethyl-aniline were taken up in 100 ml of absolute methylene chloride, and the solution was cooled to 0° C. At this temperature 14.3 g (0.12 mol) of thionyl chloride were added dropwise. The reaction mixture was allowed to warm to room temperature while stirring, whereupon it was refluxed, while monitoring by chromatography, until the reaction had gone to completion. After the solvent and the residual thionyl chloride had been removed, the crude product thus obtained was used for further reaction.

Workup

  1. temperatureto warm to room temperature
  2. temperaturewas refluxed
  3. customAfter the solvent and the residual thionyl chloride had been removed

Sources & evidence

ORD record
ord-c6031db4fb004af8881e87e11833fbef
Source dataset
uspto-grants-1987_10
Patent number
US04699910

Reaction notes

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