HCID 3635, compound → HCID 22915315, compound

HRID 1769175Notes

Reaction equation

HRID 1769175 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-(diethyiamino)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-68f22b9fff7941f7bafd1d59a9a747d7
Source dataset
uspto-grants-1995_01
Patent number
US05380749

Reaction notes

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