Water → HCID 19919985, compound

HRID 1648418Notes

Reaction equation

HRID 1648418 reaction equation
Cl[C:2]1C=CC=C(C(OO)=O)C=1.[Cl:12][C:13]1[C:14]([S:23][CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:31][C:32](=[O:34])[O-:33])=[N:15][CH:16]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:18]=1.[OH2:35]>C(Cl)Cl>[Cl:12][C:13]1[C:14]([S:23]([CH2:24][C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[NH:31][C:32](=[O:33])[O:34][CH3:2])=[O:35])=[N:15][CH:16]=[C:17]([C:19]([F:20])([F:22])[F:21])[CH:18]=1

Participants

5

Reactant 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 86748808HCID 86748808, compound

Product 1

HCID 19919985HCID 19919985, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

0.41 g of m-chloroperbenzoic acid was added little by little to a solution of 0.75 g of N-[2-(3-chloro-5-trifluoromethyl-2-pyridylthiomethyl)phenyl]carbamate obtained in the same manner as Synthesis Example 1 (Compound No. 1) in 20 ml of methylene chloride under stirring At room temperature. After completion of the addition, the reaction was continued at room temperature for 20 hours. The reaction mixture was poured into water, subjected to extraction with ethyl acetate, washed with water, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure. The resulting residue was washed with hexane. The precipitated solid was filtered off to obtain 0.66 g of the desired product (Compound No. 60) having a melting point of 160° to 162° C.

Workup

  1. customobtained in the same manner as Synthesis Example 1 (Compound No
  2. additionAfter completion of the addition
  3. extractionsubjected to extraction with ethyl acetate
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. distillationThe solvent was distilled off under reduced pressure
  7. washThe resulting residue was washed with hexane
  8. filtrationThe precipitated solid was filtered off

Sources & evidence

ORD record
ord-5190347feb5c4dd6a3866ad2a2fc4fb0
Source dataset
uspto-grants-1995_07
Patent number
US05436267

Reaction notes

Loading…