Methylhydrazine → HCID 67962976, compound

HRID 1426275Notes

Reaction equation

HRID 1426275 reaction equation
CO[C:3](=[C:11]([C:14]#[N:15])[C:12]#[N:13])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[CH3:16][NH:17][NH2:18]>C(O)C>[NH2:13][C:12]1[N:17]([CH3:16])[N:18]=[C:3]([CH2:4][C:5]2[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:11]=1[C:14]#[N:15]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 224493462-(1-Methoxy-2-phenylethylidene)propanedinitrile

Product 1

HCID 67962976HCID 67962976, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of (1-methoxy-2-phenylethylidene)malononitrile (prepared by the method of B. C. Kraybill et al., J. Am. Chem. Soc. 2002, 124, 12118-12128; 10 g, 50 mmol) and methylhydrazine (2.3 g, 50 mmol) in ethanol (120 mL) was heated to reflux for 10 minutes. The reaction was concentrated in vacuo, and the residue was diluted with water (200 mL) and extracted with EtOAc (3×100 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure to afford C10 as a yellow solid. Yield: 10 g, 47 mmol, 94%.

Workup

  1. customprepared by the method of B
  2. temperatureto reflux for 10 minutes
  3. concentrationThe reaction was concentrated in vacuo
  4. additionthe residue was diluted with water (200 mL)
  5. extractionextracted with EtOAc (3×100 mL)
  6. washThe combined organic layers were washed with brine
  7. dry with materialdried over sodium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under reduced pressure
  10. customto afford C10 as a yellow solid

Sources & evidence

ORD record
ord-c8441e974d314f01a0b7532e5a95c7c5
Source dataset
uspto-grants-2015_01
Patent number
US08933095B2

Reaction notes

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