m-Toluidine → HCID 21528850, compound

HRID 1658224Notes

Reaction equation

HRID 1658224 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([S:12](=[O:15])(=[O:14])[NH2:13])=[CH:8][C:7]=1[Cl:16])=[O:4].[NH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[C:20]([CH3:24])[CH:19]=1>C(O)C>[CH3:24][C:20]1[CH:19]=[C:18]([CH:23]=[CH:22][CH:21]=1)[NH:17][CH2:2][C:3]([NH:5][C:6]1[CH:11]=[CH:10][C:9]([S:12](=[O:15])(=[O:14])[NH2:13])=[CH:8][C:7]=1[Cl:16])=[O:4]

Participants

4

Reactant 2

HCID 7934m-ToluidineHCID 215288302-chloro-N-(2-chloro-4-sulfamoylphenyl)acetamide

Product 1

HCID 21528850HCID 21528850, compoundYield 63.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Chloro-N-(2-chloro-4-sulphamoylphenyl)-acetamide (28.3 g) and m-toluidine (31.8 g) were heated 7 hours at 175°C (oil bath) and worked up as in Example 15 to yield 22.4 g product, m.p. 185°-189°C (ethanol).

Sources & evidence

ORD record
ord-accb0fb798104155af3dd0d0b868d4d8
Source dataset
uspto-grants-1976_06
Patent number
US03963706

Reaction notes

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