HCID 21993984, compound → 5-Thia-1,8b-diazaacenaphthylene-4-carbaldehyde

HRID 1978492Notes

Reaction equation

HRID 1978492 reaction equation
[N:1]1[CH:2]=[C:3]2[N:12]3[C:7](=[CH:8][CH:9]=[CH:10][C:11]=13)[S:6][C:5]([CH2:13][OH:14])=[CH:4]2>CN(C)C=O.[O-2].[O-2].[Mn+4]>[N:1]1[CH:2]=[C:3]2[N:12]3[C:7](=[CH:8][CH:9]=[CH:10][C:11]=13)[S:6][C:5]([CH:13]=[O:14])=[CH:4]2

Participants

4

Reactant 1

HCID 21993984HCID 21993984, compound

Product 1

HCID 219941445-Thia-1,8b-diazaacenaphthylene-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6228DimethylformamideSolvent

Procedure

To a solution of 2.541 g (12.441 mM) of 5-thia-1,8b-diazaacenaphthylene-4-methanol in 30 ml of N,N-dimethylformamide was added 6 g of activated manganese dioxide (Aldrich), and the mixture was stirred at room temperature overnight. This reaction mixture was filtered and the filter cake was washed with N,N-dimethylformamide. The filtrate and washes were combined and the solvent was distilled off under reduced pressure. The crude 5-thia-1,8b-diazaacenaphthylene-4-carbaldehyde thus obtained was not purified but used as it was in the next reaction.

Workup

  1. filtrationThis reaction mixture was filtered
  2. washthe filter cake was washed with N,N-dimethylformamide
  3. distillationthe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-049404fe5a784a41a4afc342a196c26f
Source dataset
uspto-grants-2001_05
Patent number
US06235731B1

Reaction notes

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