Methanol → HCID 59262890, compound

HRID 908354Notes

Reaction equation

HRID 908354 reaction equation
CO.[CH3:3][NH:4][NH2:5].CN([CH:9]=[C:10]1[C:15](=[O:16])[CH2:14][CH2:13][CH2:12][C:11]1=O)C>C(OCC)(=O)C>[CH3:3][N:4]1[CH:11]2[CH:10]([C:15](=[O:16])[CH2:14][CH2:13][CH2:12]2)[CH:9]=[N:5]1

Participants

5

Reactant 3

HCID 887MethanolHCID 6061MethylhydrazineHCID 3593532-[(Dimethylamino)methylidene]cyclohexane-1,3-dione

Product 1

HCID 59262890HCID 59262890, compoundYield 69%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

A MeOH solution of methylhydrazine 0.046 g (0.01 mol) and 2-dimethylaminomethylene-cyclohexane-1,3-dione 1.67 g (0.01 mol) was stirred at room temperature for 1 h, and then was stirred at 50° C. for 1 h. NMR of crude material indicated the reaction was completed. Work up: The reaction mixture was diluted with ethyl acetate and washed with brine. The organic phase was dried with MgSO4, and the solvent was rotary evaporated. The crude product was filtered through silica gel, and 1.03 g pure product was obtained, the yield is 69%.

Workup

  1. washwashed with brine
  2. dry with materialThe organic phase was dried with MgSO4
  3. filtrationThe crude product was filtered through silica gel

Sources & evidence

ORD record
ord-cbe88c99b1e042b698e2ca43f0791ae2
Source dataset
uspto-grants-2011_09
Patent number
US08017619B2

Reaction notes

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