(3,4-Dihydro-2H-1-thia-4a,9-diaza-fluoren-6-yl)-methanol → 3,4-Dihydro-2H-1-thia-4a,9-diaza-fluorene-6-carbaldehyde

HRID 1744978Notes

Reaction equation

HRID 1744978 reaction equation
[S:1]1[C:13]2[N:5]([C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[C:8]([CH2:14][OH:15])[CH:7]=3)[CH2:4][CH2:3][CH2:2]1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[S:1]1[C:13]2[N:5]([C:6]3[C:11]([N:12]=2)=[CH:10][CH:9]=[C:8]([CH:14]=[O:15])[CH:7]=3)[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 22224508(3,4-Dihydro-2H-1-thia-4a,9-diaza-fluoren-6-yl)-methanol

Product 1

HCID 222244403,4-Dihydro-2H-1-thia-4a,9-diaza-fluorene-6-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a round bottomed flask was loaded 1.1 grams of (3,4-Dihydro-2H-1-thia-4a,9-diaza-fluoren-6-yl)-methanol, 6 grams of manganese dioxide and 250 ml chloroform. The mixture was stirred for one hour at room temperature and then filtered through a pad of celite. This yielded 0.67 grams of product (61%). MS: 219.0 (M+H). H-NMR(CDCl3): δ 10.04(s, 1H), 7.67 (m, 3H), 4.25 (m, 2H), 3.27(m, 2H), 2.50 (m, 2H).

Workup

  1. customTo a round bottomed flask was loaded
  2. filtrationfiltered through a pad of celite

Sources & evidence

ORD record
ord-feccae0f46d54673a78ea4794791f36f
Source dataset
uspto-grants-2006_03
Patent number
US07018997B2

Reaction notes

Loading…