Pyridine → HCID 53640741, compound

HRID 544353Notes

Reaction equation

HRID 544353 reaction equation
[C:1]1([C:7]2[C:8](=[O:16])[C:9]=2[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[C:18]([Br:30])(Br)[C:19]1[CH:28]=[N:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[N:20]=1.C1CCCCC1.[N:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>>[O:16]=[C:8]1[N:37]2[C:38](=[CH:39][C:40](=[C:18]([Br:30])[C:19]3[CH:28]=[N:27][C:26]4[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=4)[N:20]=3)[CH:41]=[CH:42]2)[C:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[C:7]1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 4

HCID 1049PyridineHCID 8078CyclohexaneHCID 65057DiphenylcyclopropenoneHCID 96377Quinoxaline, 2-(tribromomethyl)-

Product 1

HCID 53640741HCID 53640741, compound

Procedure

A solution of one equivalent of 2,3-diphenyl cyclopropenone and two equivalents of 2-tribromomethylquinoxaline in pyridine were heated on a steam bath for five minutes, flooded with cyclohexane and filtered to furnish the crude dye. Chromatography on silica gel furnished a purified sample, λmax =500 nm. A minor product of the reaction obtainedfrom the chromatography was 1-oxo-2,3-diphenyl-7-[bromo(2-quinoxylinyl)methylidene]-7H-indolizine, λmax =600 nm.

Workup

  1. filtrationfiltered
  2. customto furnish the crude
  3. customChromatography on silica gel furnished a purified sample, λmax =500 nm
  4. customA minor product of the reaction obtainedfrom the chromatography

Sources & evidence

ORD record
ord-c3f33b3b3bab49089dcc1067cd45b7f5
Source dataset
uspto-grants-1984_05
Patent number
US04450093

Reaction notes

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