Methyl Isocyanate → Methyl [2-[(methylamino)carbonyl]-1-(3-propylphenyl)hydrazino]acetate

HRID 703811Notes

Reaction equation

HRID 703811 reaction equation
[CH2:1]([C:4]1[CH:5]=[C:6]([N:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[NH2:11])[CH:7]=[CH:8][CH:9]=1)[CH2:2][CH3:3].[CH3:17][N:18]=[C:19]=[O:20]>C(#N)C>[CH3:17][NH:18][C:19]([NH:11][N:10]([CH2:12][C:13]([O:15][CH3:16])=[O:14])[C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH2:1][CH2:2][CH3:3])[CH:5]=1)=[O:20]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 54249329Methyl [1-(3-propylphenyl)hydrazino]acetate

Product 1

HCID 54113410Methyl [2-[(methylamino)carbonyl]-1-(3-propylphenyl)hydrazino]acetate

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Methyl [1-(3-propylphenyl)hydrazino]acetate (700 mg) was dissolved in acetonitrile (10 ml) under nitrogen at room temperature. Methyl isocyanate (0.69 ml) was added to the solution which was then heated at 80° for 85 min. The solvent was removed in vacuo and the residue was dissolved in ether (10 ml). Hexane (20 ml) was added to precipitate a solid which was filtered off to give the title compound (677 mg), m.p. 76°-77°.

Workup

  1. temperaturewas then heated at 80° for 85 min
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in ether (10 ml)
  4. additionHexane (20 ml) was added
  5. customto precipitate a solid which
  6. filtrationwas filtered off

Sources & evidence

ORD record
ord-9b5144e94d7842d9a44390e807fb43c0
Source dataset
uspto-grants-1991_01
Patent number
US04985427

Reaction notes

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