Hydrochloric Acid → ethyl 4-sulfamoylbenzoate

HRID 981065Notes

Reaction equation

HRID 981065 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([OH:3])=[O:2].Cl.[CH2:15](O)[CH3:16]>>[CH2:15]([O:2][C:1](=[O:3])[C:4]1[CH:9]=[CH:8][C:7]([S:10]([NH2:13])(=[O:12])=[O:11])=[CH:6][CH:5]=1)[CH3:16]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 8739Carzenide

Product 1

HCID 226554ethyl 4-sulfamoylbenzoate

Procedure

A slurry of 10.0 g (0.05 mole) of p-carboxybenzenesulfonamide in 200 ml of absolute ethanol was treated with 10 g of anhydrous hydrogen chloride and heated at reflux for 5 h to give, after crystallization from ethyl acetate/petroleum ether, 10.6 g (93%) of white powder, mp 102°-104° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 5 h
  3. customto give
  4. customafter crystallization from ethyl acetate/petroleum ether, 10.6 g (93%) of white powder, mp 102°-104° C.

Sources & evidence

ORD record
ord-25aa15b133754df89d65ef31af40ebba
Source dataset
uspto-grants-1991_02
Patent number
US04990523

Reaction notes

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