2-Phenylindole → HCID 54180223, compound

HRID 616797Notes

Reaction equation

HRID 616797 reaction equation
[C:1]1([C:7]2[NH:8][C:9]3[C:14]([CH:15]=2)=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:16][C:17]1=[C:18]([Cl:24])[C:19]([O:21][C:22]1=[O:23])=[O:20]>C(Cl)CCl>[C:1]1([C:7]2[NH:8][C:9]3[C:14]([C:15]=2[C:19](=[O:20])[C:18]([Cl:24])=[C:17]([Cl:16])[C:22]([OH:23])=[O:21])=[CH:13][CH:12]=[CH:11][CH:10]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 136982-PhenylindoleHCID 70728Dichloromaleic anhydride

Product 1

HCID 54180223HCID 54180223, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

A mixture of 10.0 g (0.052 mole) of 2-phenylindole, 8.8 g (0.052 mole) of dichloromaleic anhydride and 150 ml of ethylene dichloride was stirred at ambient temperature for approximately 48 hours. The solid that formed was collected by filtration and dried at 60° C in vacuo to obtain 4-(2-phenyl-3-indolyl)-2,3-dichloro-4-oxo-2-butenoic acid (Formula VIII: R=Y=H; R1 =C6H5) as a tan-colored solid which melted over the range 150°-152° C.

Workup

  1. customThe solid that formed
  2. filtrationwas collected by filtration
  3. customdried at 60° C in vacuo

Sources & evidence

ORD record
ord-eb5e0d8f63fb489ab94570b1d14c4868
Source dataset
uspto-grants-1978_02
Patent number
US04075224

Reaction notes

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