Hydrochloric Acid → HCID 86737998, compound

HRID 1577567Notes

Reaction equation

HRID 1577567 reaction equation
[OH-].[Na+].C[O:4][C:5](=[O:35])[CH:6]1[CH:11]=[C:10]([N:12]2[CH:16]=[CH:15][CH:14]=[CH:13]2)[C:9]([S:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[C:8]([NH:24][CH2:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:7]1=[S:32](=[O:34])=[O:33].Cl>O.C(O)C>[CH2:25]([NH:24][C:8]1[C:7](=[S:32](=[O:34])=[O:33])[CH:6]([CH:11]=[C:10]([N:12]2[CH:13]=[CH:14][CH:15]=[CH:16]2)[C:9]=1[S:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)[C:5]([OH:35])=[O:4])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86737999HCID 86737999, compound

Product 1

HCID 86737998HCID 86737998, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 702EthanolSolvent2×HCID 962WaterSolvent

Procedure

A solution of 0.083 g of NaOH in 30 ml of water is added to a solution of 1.0 g of 3-benzylamino-4-phenylthio-5-pyrrol-1-yl-sulfonyl-benzoic acid methyl ester in 70 ml of ethanol, and the mixture is stirred first for 4 hours at room temperature and then for 1 hour at 40° C. to complete the reaction. After stripping off the ethanol under reduced pressure, the aqueous phase is acidified with dilute hydrochloric acid and the product is filtered off and recrystallized from ethyl acetate. 3-Benzylamino-4-phenylthio-5-pyrrol-1-yl-sulfonylbenzoic acid of melting point 218°-220° C. is obtained. Yield: 60%.

Workup

  1. waitfor 1 hour at 40° C. to complete
  2. customthe reaction
  3. filtrationthe product is filtered off
  4. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-f1720462d84c497e8f919ed9a87c66d3
Source dataset
uspto-grants-1981_09
Patent number
US04288449

Reaction notes

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