(4-(Methylamino)-2-(methylthio)pyrimidin-5-yl)methanol → 4-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde

HRID 524025

Reaction equation

HRID 524025 reaction equation
[CH3:1][NH:2][C:3]1[C:8]([CH2:9][OH:10])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][NH:2][C:3]1[C:8]([CH:9]=[O:10])=[CH:7][N:6]=[C:5]([S:11][CH3:12])[N:4]=1

Participants

4

Reactant 1

HCID 10679092(4-(Methylamino)-2-(methylthio)pyrimidin-5-yl)methanol

Product 1

HCID 106075204-(Methylamino)-2-(methylthio)pyrimidine-5-carbaldehydeYield 91.3%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A suspension of (4-(methylamino)-2-(methylthio)pyrimidin-5-yl)methanol (3.1 g, 16.73 mmol) and manganese dioxide (7.27 g, 83.67 mmol) in DCM (40 mL) was stirred at room temperature for 12 hours. The resulting precipitate was filtered off, and the filtrate was concentrated to give 4-(methylamino)-2-(methylthio)pyrimidine-5-carbaldehyde (2.8 g, 91%) as a yellowish solid. MS (ES+) C7H9N3OS requires: 183. found: 184 [M+H]+.

Workup

  1. filtrationThe resulting precipitate was filtered off
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f9696f12e90840699875c79329e25ea9
Source dataset
uspto-grants-2016_05
Patent number
US09340514B2

Linked notes

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