Chlorine → HCID 19937923, compound

HRID 36801Notes

Reaction equation

HRID 36801 reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([F:18])=[C:10]([CH:17]=1)[NH:11][C:12](=[O:16])[O:13][CH2:14][CH3:15])(=[O:4])=[O:3].[Cl:19]Cl>C(O)(=O)C.O>[Cl:19][C:7]1[C:6]([NH:5][S:2]([CH3:1])(=[O:3])=[O:4])=[CH:17][C:10]([NH:11][C:12](=[O:16])[O:13][CH2:14][CH3:15])=[C:9]([F:18])[CH:8]=1

Participants

5

Reactant 2

HCID 24526ChlorineHCID 19937925HCID 19937925, compound

Product 1

HCID 19937923HCID 19937923, compoundYield 90%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

80.6 g (292 mmol) of ethyl 5-methylsulfonylamino-2-fluorocarbanilate was dissolved in a mixture of 1075 ml of acetic acid and 100 ml of water, and chlorine gas was added to the resultant solution at a temperature of not higher than 25° C. until the starting material disappeared. After the reaction was completed, the surplus chlorine gas was removed by blowing nitrogen gas thereinto, and hexane was added. The precipitates crystals were filtered out to obtain 81.4 g of the objective product (yield: 90%) in the form of yellow crystals.

Workup

  1. customthe surplus chlorine gas was removed
  2. additionhexane was added
  3. filtrationThe precipitates crystals were filtered out

Sources & evidence

ORD record
ord-37edf1745ff24e0d9bc9313ecf7b3020
Source dataset
uspto-grants-1995_05
Patent number
US05416236

Reaction notes

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