Carzenide → HCID 86018106, compound

HRID 1822168Notes

Reaction equation

HRID 1822168 reaction equation
[NH2:1][S:2]([C:5]1[CH:13]=[CH:12][C:8]([C:9]([OH:11])=O)=[CH:7][CH:6]=1)(=[O:4])=[O:3].[CH3:14][O:15][C:16]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:17]=1[C:18](O)=[O:19].S(Cl)([Cl:28])=O>ClC1C=CC=CC=1>[CH3:14][O:15][C:16]1[CH:24]=[CH:23][C:22]([Cl:25])=[CH:21][C:17]=1[C:18]([NH:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([C:9]([Cl:28])=[O:11])=[CH:12][CH:13]=1)(=[O:3])=[O:4])=[O:19]

Participants

5

Reactant 3

HCID 8739CarzenideHCID 24386Thionyl ChlorideHCID 769705-Chloro-o-anisic acid

Product 1

HCID 86018106HCID 86018106, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
120 °C

Procedure

A mixture of 4-aminosulfonylbenzoic acid (1 mol), 2-methoxy-5-chlorobenzoic acid (1 mol) and thionyl chloride (2.5 mol) in chlorobenzene (700 ml) was heated at 120° C. for 7-9 hours. After the reaction was complete 200 ml of the solvent was removed in vacuo. The mixture was cooled and the precipitate filtered off and washed with heptane to give the title compound, mp. 138-140° C., yield 93% of theory.

Workup

  1. customwas removed in vacuo
  2. temperatureThe mixture was cooled
  3. filtrationthe precipitate filtered off
  4. washwashed with heptane

Sources & evidence

ORD record
ord-9c726f2dde9b4414b91419e6293c4bea
Source dataset
uspto-grants-2009_10
Patent number
US07608736B2

Reaction notes

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