Water → HCID 13712241, compound

HRID 364882Notes

Reaction equation

HRID 364882 reaction equation
[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([C:6](=[S:16])[NH:7][C:8]2[CH:13]=[C:12]([F:14])[CH:11]=[CH:10][C:9]=2F)=[CH:4][CH:3]=1.CC(C)([O-])C.[K+].O>CN(C)C=O>[CH3:1][C:2]1[CH:18]=[CH:17][C:5]([C:6]2[S:16][C:9]3[CH:10]=[CH:11][C:12]([F:14])=[CH:13][C:8]=3[N:7]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 13712238HCID 13712238, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 13712241HCID 13712241, compoundYield 97.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

A solution of 35.0 g of 4-methyl-2',5'-difluorobenzothioanilide in 80 ml of dimethylformamide was added dropwise to a suspension of 16.0 g of potassium tertbutoxide in 80 ml of dimethylformamide under ice cooling over the course of 15 minutes. The reaction mixture was heated, and reacted at 140° C. for 3 hours. The reaction mixture was allowed to cool to room temperature and poured into 1500 ml of water. The preceipitated colorless crystalline power was collected by filtration, and dried to give 31.6 g of crude crystals of the captioned compound. Recrystallization from n-hexane gave the captioned compound as colorless plate-like crystals.

Workup

  1. temperatureThe reaction mixture was heated
  2. customreacted at 140° C. for 3 hours
  3. filtrationThe preceipitated colorless crystalline power was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-34fa724d878748d592d5d74bbb97ba1d
Source dataset
uspto-grants-1986_08
Patent number
US04607031

Reaction notes

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