(2-Aminobenzo[d]thiazol-6-yl)methanol → 2-Aminobenzo[d]thiazole-6-carbaldehyde

HRID 1452946Notes

Reaction equation

HRID 1452946 reaction equation
[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH2:11][OH:12])[CH:8]=[CH:7][C:5]=2[N:6]=1>C1COCC1.O=[Mn]=O>[NH2:1][C:2]1[S:3][C:4]2[CH:10]=[C:9]([CH:11]=[O:12])[CH:8]=[CH:7][C:5]=2[N:6]=1

Participants

4

Reactant 1

HCID 13821540(2-Aminobenzo[d]thiazol-6-yl)methanol

Product 1

HCID 138215412-Aminobenzo[d]thiazole-6-carbaldehydeYield 87.6%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (2-aminobenzo[d]thiazol-6-yl)methanol (1.90 g, 10.5 mmol, 1.0 eq.) in THF (75 mL) under nitrogen was added MnO2 (14 g, 161 mmol, 15.3 eq.). After stirring overnight, the reaction solution was filtered through Celite and rinsed with THF. The filtrate was concentrated in vacuo to give 2-aminobenzo[d]thiazole-6-carbaldehyde as a yellow solid (1.64 g, 87% yield).

Workup

  1. filtrationthe reaction solution was filtered through Celite
  2. washrinsed with THF
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-d4c0a27c61424dd3a69e0b8ac9cbdd38
Source dataset
uspto-grants-2009_01
Patent number
US07473784B2

Reaction notes

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