HCID 13344846, compound → HCID 20271324, compound
Reaction equation
[CH3:1][N:2]([CH2:10][C:11]#[CH:12])[C:3]1[S:4][CH:5]=[C:6]([CH2:8][OH:9])[N:7]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]([CH2:10][C:11]#[CH:12])[C:3]1[S:4][CH:5]=[C:6]([CH:8]=[O:9])[N:7]=1Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
2-(N-Methyl-2-propynylamino)-4-hydroxymethylthiazole (i) (4.36 g) was dissolved in methylene chloride (20 ml) and manganese dioxide (10 g) was added thereto. The mixture was stirred at room temperature for 16 hours and filtered off. The filtrate was evaporated and the residue was applied to column chromatography on silica gel (50 g) to give 2-(N-methyl-2-propynylamino)-4-formylthiazole (j) (2.56 g, yield 59%) from chloroform-ether (3:1) eluate as an oil.
Workup
- filtrationfiltered off
- customThe filtrate was evaporated
Sources & evidence
- ORD record
- ord-c0aff894581e42c392197d507f3ccd35
- Source dataset
- uspto-grants-1985_08
- Patent number
- US04535088
Reaction notes
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