Hydrochloric Acid → Methyl 3-sulfamoyl-1-benzothiophene-2-carboxylate

HRID 1074373Notes

Reaction equation

HRID 1074373 reaction equation
C([NH:5][S:6]([C:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][C:10]=1[C:18]([O-:20])=[O:19])(=[O:8])=[O:7])(C)(C)C.Cl.[CH3:22]O>>[NH2:5][S:6]([C:9]1[C:13]2[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=2[S:11][C:10]=1[C:18]([O:20][CH3:22])=[O:19])(=[O:8])=[O:7]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 867389413-Tert-butylaminosulfonylbenzothiophene-2-carboxylate

Product 1

HCID 13178321Methyl 3-sulfamoyl-1-benzothiophene-2-carboxylate

Procedure

A solution of 6 g of 3-tert-butylaminosulfonylbenzothiophene-2-carboxylate acid in 100 ml of methanol was saturated with anhydrous hydrogen chloride and then heated to reflux for three hours. The mixture was evaporated in vacuo to half of its volume and the residue poured into 200 g of ice and filtered to yield the desired product melting at 150°-154°. The infrared absorption spectrum shown by this material was qualitatively equivalent to that of the product of Example 4.

Workup

  1. temperatureheated
  2. temperatureto reflux for three hours
  3. customThe mixture was evaporated in vacuo to half of its volume
  4. additionthe residue poured into 200 g of ice
  5. filtrationfiltered

Sources & evidence

ORD record
ord-e853363dd4d946f4908ab3b7e0dc3837
Source dataset
uspto-grants-1983_07
Patent number
US04391627

Reaction notes

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