Thionyl Chloride → HCID 59691573, compound

HRID 898543Notes

Reaction equation

HRID 898543 reaction equation
S(Cl)([Cl:3])=O.[Cl:5][C:6]1[CH:7]=[C:8]([NH:14][C:15](=[O:29])[CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:26])[F:25])=[CH:20][C:19]=2[Cl:28])[CH:9]=[CH:10][C:11]=1[CH2:12]O>C1(C)C=CC=CC=1>[Cl:5][C:6]1[CH:7]=[C:8]([NH:14][C:15](=[O:29])[CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]([F:27])([F:25])[F:26])=[CH:20][C:19]=2[Cl:28])[CH:9]=[CH:10][C:11]=1[CH2:12][Cl:3]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 68875592N-(3-chloro-4-hydroxymethyl-phenyl)-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide

Product 1

HCID 59691573HCID 59691573, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
80 °C

Procedure

1.12 mL (16.440 mmol) thionyl chloride was added to a solution of 1.620 g (4.110 mmol) N-(3-chloro-4-hydroxymethyl-phenyl)-2-(2-chloro-4-trifluoromethyl-phenoxy)-acetamide (Z32a) in 30 mL toluene and the mixture was stirred for 2 h at 80° C. The reaction mixture was evaporated down i. vac. and the residue recrystallised from ether/petroleum ether. The precipitate was filtered off, washed with petroleum ether and dried in a HV.

Workup

  1. customThe reaction mixture was evaporated down i
  2. customand the residue recrystallised from ether/petroleum ether
  3. filtrationThe precipitate was filtered off
  4. washwashed with petroleum ether
  5. customdried in a HV

Sources & evidence

ORD record
ord-c3420817994a4ab3bb47f9d9dac9c653
Source dataset
uspto-grants-2008_04
Patent number
US07351719B2

Reaction notes

Loading…