HCID 3635, compound → HCID 22915315, compound

HRID 1377779Notes

Reaction equation

HRID 1377779 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-aa910d18926f41e09fc56914afb835a6
Source dataset
uspto-grants-1997_09
Patent number
US05665760

Reaction notes

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