Hydrochloric Acid → HCID 19092324, compound

HRID 257767Notes

Reaction equation

HRID 257767 reaction equation
[NH2:1][C:2]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl[C:16]([O:18][CH2:19][CH3:20])=[O:17].Cl>[OH-].[Na+]>[CH2:19]([O:18][C:16]([NH:1][C:2]1[CH:10]=[C:9]([S:11](=[O:14])(=[O:13])[NH2:12])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5])=[O:17])[CH3:20]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 10928Ethyl chloroformateHCID 190923252-Amino-4-sulfamoylbenzoic acid

Product 1

HCID 19092324HCID 19092324, compound

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent2×

Procedure

To a solution of 2-amino-4-sulfamoylbenzoic acid (1.32 g) in 2N sodium hydroxide (6 ml) was added dropwise ethyl chloroformate (1.9 ml) and 2N sodium hydroxide on an ice bath. After stirring for 3 hours, the reaction mixture was acidified with 1N hydrochloric acid, extracted with ethyl acetate. Combined organic extracts were washed in turn with water and brine, dried over magnesium sulfate and evaporated to give an amorphous of 2-ethoxycarbonylamino-4-sulfamoylbenzoic acid (1.99 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washCombined organic extracts were washed in turn with water and brine
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-5572a17979674af897811a7f66d172a3
Source dataset
uspto-grants-1993_11
Patent number
US05264438

Reaction notes

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