Methanol → HCID 59262890, compound

HRID 643756Notes

Reaction equation

HRID 643756 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-cc82e56264bf4d92b732c5640c11b415
Source dataset
uspto-grants-2010_04
Patent number
US07700609B2

Reaction notes

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