Aniline → HCID 178507389, compound

HRID 851305Notes

Reaction equation

HRID 851305 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[C:6]1([C:12]2[CH:17]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=[CH:14][S+:13]=2)[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(O)C>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[NH2:24][C:25]1[CH:30]=[CH:29][C:28]([C:14]2[CH:15]=[C:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:17]=[C:12]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=3)[S+:13]=2)=[CH:27][CH:26]=1

Participants

4

Reactant 2

HCID 6115AnilineHCID 20502093HCID 20502093, compound

Product 1

HCID 178507389HCID 178507389, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2,4-diphenylthiopyrylium perchlorate (1 g, 2.87 mmole) and aniline (0.54 g, 5.74 mmole) were heated in 10 ml of ethanol at 40° to 45° C. The reaction mixture was immediately colored deep blue. After stirring was continued for two hours, the reaction mixture was allowed to stand at room temperature to give blue needles of 2-(4-aminophenyl)-4,6-diphenylthiopyrylium perchlorate. This compound was recrystallized from a mixture of ethanol-chloroform.

Workup

  1. customto stand at room temperature

Sources & evidence

ORD record
ord-606b6a9823ce42149b083ce1f304f848
Source dataset
uspto-grants-1983_05
Patent number
US04384034

Reaction notes

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