HCID 11303733, compound → HCID 13504755, compound

HRID 1377791Notes

Reaction equation

HRID 1377791 reaction equation
[CH2:1]([N:3]([CH2:26][CH3:27])[CH2:4][CH2:5][NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:22][CH3:23])[CH:17]=3)[S:12][C:11]=2[C:10]([CH2:24][OH:25])=[CH:9][CH:8]=1)[CH3:2]>C1(C)C=CC=CC=1.O=[Mn]=O>[CH2:26]([N:3]([CH2:1][CH3:2])[CH2:4][CH2:5][NH:6][C:7]1[C:20]2[C:19](=[O:21])[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([O:22][CH3:23])[CH:17]=3)[S:12][C:11]=2[C:10]([CH:24]=[O:25])=[CH:9][CH:8]=1)[CH3:27]

Participants

4

Reactant 1

HCID 11303733HCID 11303733, compound

Product 1

HCID 13504755HCID 13504755, compoundYield 81%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 1140TolueneSolvent

Procedure

A solution of 1-[[2-(diethylamino)ethyl]amino]-4-(hydroxymethyl)-7-methoxythioxanthen-9-one (8.8 g, 0.023 mol) in toluene (268 mL) was heated to 60° C. under nitrogen and then MnO2 (13.2 g) was added. The mixture was heated overnight, filtered, and the filtrate was concentrated in vacuo to afford 7.05 g (81%) of 1-[[2-(diethylamino)ethyl]amino]-7-methoxy-9-oxothioxanthen-4-carboxaldehyde (Formula II: R1 =R2 =Et; R8 =7-OCH3 ; n=2).

Workup

  1. temperatureThe mixture was heated overnight
  2. filtrationfiltered
  3. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-1994e7b26389492ca802e2093852eb8d
Source dataset
uspto-grants-1997_09
Patent number
US05665760

Reaction notes

Loading…