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

HRID 1651867Notes

Reaction equation

HRID 1651867 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-069efa32ee4a40d6a0095a801a8b94ce
Source dataset
uspto-grants-1990_05
Patent number
US04929754

Reaction notes

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