Methylhydrazine → HCID 67299944, compound

HRID 1260326Notes

Reaction equation

HRID 1260326 reaction equation
[CH2:1]([O:3][C:4](=[O:16])[C:5](=O)/[CH:6]=[C:7](\O)/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=1)[CH3:2].[CH3:17][NH:18][NH2:19].C(Cl)Cl.CO>CCO>[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][N:9]=2)[N:18]([CH3:17])[N:19]=1)=[O:16])[CH3:2]

Participants

5

Reactant 3

HCID 6061MethylhydrazineHCID 21226129Dichloromethane methanolHCID 67299891HCID 67299891, compound

Product 1

HCID 67299944HCID 67299944, compoundYield 61.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a stirred solution of (Z)-4-hydroxy-2-oxo-4-pyridin-2-yl-but-3-enoic acid ethyl ester (2.32 g, 10 mmol) at r.t. in EtOH (15 ml) under an argon atmosphere was added methylhydrazine (0.55 ml, 10 mmol). The mixture was heated to reflux and stirring was continued for 90 min. The mixture was cooled to r.t. and concentrated to leave a brown paste. After silica gel chromatography using a CH2Cl2/MeOH gradient, the product (1.43 g, 59%) was obtained as yellow waxy solid. MS: M=232.1 (M+H)+

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux
  3. concentrationconcentrated
  4. customto leave a brown paste

Sources & evidence

ORD record
ord-8585e6b1dafa416aa0c275487a44977d
Source dataset
uspto-grants-2013_06
Patent number
US08470820B2

Reaction notes

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