(3,4-Dihydro-2H-1-thia-4a,9-diaza-fluoren-6-yl)-methanol → Benzo[4,5]imidazo[2,1-b]thiazole-6-carbaldehyde

HRID 638899Notes

Reaction equation

HRID 638899 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]C1>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[S:1]1[CH:3]=[CH:4][N:5]2[C:6]3[CH:7]=[C:8]([CH:14]=[O:15])[CH:9]=[CH:10][C:11]=3[N:12]=[C:13]12

Participants

4

Reactant 1

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

Product 1

HCID 22224493Benzo[4,5]imidazo[2,1-b]thiazole-6-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To a round bottomed flask was loaded 1.16 grams of (3,4-Dihydro-2H-1-thia-4a,9-diaza-fluoren-6-yl)-methanol, 25 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 0.42 grams of product (42%). MS: 203.0 (M+H). H-NMR (CDCl3): δ 10.10 (ss, 1H), 8.24 (ss, 1H), 7.85 (m, 3H), 6.96 (m, 1H).

Workup

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

Sources & evidence

ORD record
ord-5a22d186a0504eb9ad3317e7eeacfe8a
Source dataset
uspto-grants-2010_04
Patent number
US07691842B2

Reaction notes

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