Hydrochloric Acid → N-(5-Acetyl-2,3-dihydro-1H-inden-2-yl)benzenesulfonamide

HRID 620190Notes

Reaction equation

HRID 620190 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5](Cl)(=[O:7])[CH3:6].[C:9]1([S:15]([NH:18][CH:19]2[CH2:27][C:26]3[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=3)[CH2:20]2)(=[O:17])=[O:16])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl>C(Cl)CCl>[CH3:6][C:5]([C:23]1[CH:22]=[C:21]2[C:26](=[CH:25][CH:24]=1)[CH2:27][CH:19]([NH:18][S:15]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:16])=[O:17])[CH2:20]2)=[O:7]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6367Acetyl chlorideHCID 2823462HCID 2823462, compoundHCID 6451240Aluminum(III) Chloride

Product 1

HCID 14071500N-(5-Acetyl-2,3-dihydro-1H-inden-2-yl)benzenesulfonamide

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

29.6 g (0.22 mol) of anhydrous aluminium chloride are suspended in 250 ml of ethylene chloride and 10.5 g (0.133 mol) of acetyl chloride and 24.2 g (0.0885 mol) of 2-(benzenesulphonamido)-indane are added successively. After the mixture has been stirred for approx 3 hours at room temperature, it is decomposed with ice and concentrated hydrochloric acid. The reaction product is obtained by concentrating the organic phase and subsequently crystallising the product from cyclohexane/ethyl acetate.

Workup

  1. customThe reaction product is obtained
  2. concentrationby concentrating the organic phase
  3. customsubsequently crystallising the product from cyclohexane/ethyl acetate

Sources & evidence

ORD record
ord-022e1094a88d40848e88ddfb28fe74e9
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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