HCID 3635, compound → HCID 22915315, compound

HRID 2226201Notes

Reaction equation

HRID 2226201 reaction equation
[CH2:1]([N:3]([CH2:25][CH3:26])[CH2:4][CH2:5][CH2:6][NH:7][C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[S:13][C:12]=2[C:11]([CH2:23][OH:24])=[CH:10][CH:9]=1)[CH3:2]>[O-2].[Mn+2].C1(C)C=CC=CC=1>[CH2:25]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][CH2:6][NH:7][C:8]1[C:21]2[C:20](=[O:22])[C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)[S:13][C:12]=2[C:11]([CH:23]=[O:24])=[CH:10][CH:9]=1)[CH3:26]

Participants

4

Reactant 1

HCID 3635HCID 3635, compound

Product 1

HCID 22915315HCID 22915315, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 160959Manganese oxideCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 1-[[3-(diethylamino)propyl]amino]-4-(hydroxymethyl)thioxanthen-9-one (3.82 g), toluene (60 mL) and manganese oxide (7.5 g) was refluxed for 6.5 hours. The mixture was cooled to room temperature, filtered through celite, and the filtrate was concentrated in vacuo to afford 3.3 g (87%) of 1-[[3-(diethylamino)propyl]amino]-9-oxothioxanthen-4 -carboxaldehyde as a brown oil.

Workup

  1. temperaturewas refluxed for 6.5 hours
  2. filtrationfiltered through celite
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-256660193a934b3b989326fba046c481
Source dataset
uspto-grants-1994_09
Patent number
US05346917

Reaction notes

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