1,2-Dichloroethane → HCID 54353510, compound

HRID 620195Notes

Reaction equation

HRID 620195 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[Cl:5][CH2:6][C:7](Cl)=[O:8].[C:10]1([CH3:29])[CH:15]=[CH:14][C:13]([S:16]([NH:19][CH:20]2[CH2:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH2:21]2)(=[O:18])=[O:17])=[CH:12][CH:11]=1.Cl.[CH2:31]([Cl:34])[CH2:32]Cl>>[C:10]1([CH3:29])[CH:11]=[CH:12][C:13]([S:16]([NH:19][CH:20]2[CH2:21][C:22]3[C:27](=[CH:26][CH:25]=[C:32]([CH:31]([C:7]([CH:6]([Cl:5])[C:24]4[CH:23]=[C:22]5[C:27](=[CH:26][CH:25]=4)[CH2:28][CH:20]([NH:19][S:16]([C:13]4[CH:12]=[CH:11][C:10]([CH3:29])=[CH:15][CH:14]=4)(=[O:17])=[O:18])[CH2:21]5)=[O:8])[Cl:34])[CH:23]=3)[CH2:28]2)(=[O:18])=[O:17])=[CH:14][CH:15]=1

Participants

6

Reactant 5

HCID 111,2-DichloroethaneHCID 313Hydrochloric AcidHCID 6577Chloroacetyl chlorideHCID 6451240Aluminum(III) ChlorideHCID 53802754HCID 53802754, compound

Product 1

HCID 54353510HCID 54353510, compound

Procedure

25.4 g (0.19 mol) of anhydrous aluminium chloride are suspended in 80 ml of ethylene chloride and 11.1 g (0.095 mol) of chloroacetyl chloride are added. 22.8 g (0.079 mol) of 2-p-toluenesulphonamido-indane are then added and the mixture is stirred for 2 hours at room temperature. The product is then decomposed by means of ice and hydrochloric acid and the reaction product is isolated from the organic phase and recrystallised from ethyl acetate/cyclohexane.

Workup

  1. customthe reaction product is isolated from the organic phase
  2. customrecrystallised from ethyl acetate/cyclohexane

Sources & evidence

ORD record
ord-ca660c0811b24154a9194220a01c1886
Source dataset
uspto-grants-1989_04
Patent number
US04820705

Reaction notes

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