2-Phenylindole → HCID 54180223, compound

HRID 1680793Notes

Reaction equation

HRID 1680793 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-e50ce1a979c0471899d26365f361ca95
Source dataset
uspto-grants-1981_06
Patent number
US04275121

Reaction notes

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