Thiophenol → HCID 18780233, compound

HRID 345661Notes

Reaction equation

HRID 345661 reaction equation
[C:1]1([SH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.CO[CH:10]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]([C:21]2[C:22](=[O:40])[NH:23][C:24](=[O:39])[C:25]=2[C:26]2[C:34]3[C:29](=[CH:30][CH:31]=[CH:32][CH:33]=3)[N:28]([CH:35](OC)[CH3:36])[CH:27]=2)=[CH:13]1)[CH3:11]>Cl.ClCCl>[C:1]1([S:7][CH:35]([N:28]2[C:29]3[C:34](=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:26]([C:25]3[C:24](=[O:39])[NH:23][C:22](=[O:40])[C:21]=3[C:14]3[C:15]4[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=4)[N:12]([CH:10]([S:7][C:1]4[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=4)[CH3:11])[CH:13]=3)=[CH:27]2)[CH3:36])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7969ThiophenolHCID 18780307HCID 18780307, compound

Product 1

HCID 18780233HCID 18780233, compoundYield 93.7%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidCatalystHCID 6344DichloromethaneSolvent

Procedure

220 mg of thiophenol and 1 drop of concentrated hydrochloric acid were added to a solution of 150 mg of the product of Example 10 in 40 ml of dichloromethane. The solution was stirred nitrogen for 2 hours. The solvent was evaporated and the residue was recrystallized from diethyl ether/hexane to give 190 mg of 3,4-bis[1-(1-phenylthioethyl)-3-indolyl]-1H-pyrrole-2,5-dione, m.p. 102°-105° C.

Workup

  1. customThe solvent was evaporated
  2. customthe residue was recrystallized from diethyl ether/hexane

Sources & evidence

ORD record
ord-3fcbca949d5244b191fa7138a14c90a3
Source dataset
uspto-grants-1991_10
Patent number
US05057614

Reaction notes

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