Hydrochloric Acid → 4-{2-[(4-Chlorobenzene-1-sulfonyl)amino]-2,3-dihydro-1H-inden-5-yl}-4-oxobutanoic acid

HRID 620203Notes

Reaction equation

HRID 620203 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]1(=[O:11])[O:10][C:8](=[O:9])[CH2:7][CH2:6]1.[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH:23]2[CH2:31][C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24]2)(=[O:21])=[O:20])=[CH:15][CH:14]=1.Cl>C(Cl)CCl>[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([S:19]([NH:22][CH:23]2[CH2:31][C:30]3[C:25](=[CH:26][CH:27]=[C:28]([C:5](=[O:11])[CH2:6][CH2:7][C:8]([OH:10])=[O:9])[CH:29]=3)[CH2:24]2)(=[O:21])=[O:20])=[CH:15][CH:14]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 7922Succinic anhydrideHCID 3248380HCID 3248380, compoundHCID 6451240Aluminum(III) Chloride

Product 1

HCID 30873654-{2-[(4-Chlorobenzene-1-sulfonyl)amino]-2,3-dihydro-1H-inden-5-yl}-4-oxobutanoic acid

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

38.5 g (0.289 mol) of anhydrous aluminium chloride and 12.4 g (0.124 mol) of succinic anhydride are suspended in 250 ml of ethylene chloride and 25.4 g (0.082 mol) of 2-p-chlorobenzenesulphonamido-indane are then added, with vigorous stirring. In the course of this, a clear solution is formed. After 3 hours, the product is decomposed by means of ice and hydrochloric acid, and the reaction product is isolated from the organic phase. It is recrystallised from glacial acetic acid.

Workup

  1. customIn the course of this, a clear solution is formed
  2. customthe reaction product is isolated from the organic phase
  3. customIt is recrystallised from glacial acetic acid

Sources & evidence

ORD record
ord-50107c2a2bc44d00bc19598a185ecb29
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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