Methylamine → [(alpha-methyl-4-chlorobenzylidene amino)oxy]-N-methyl acetamide

HRID 2049031Notes

Reaction equation

HRID 2049031 reaction equation
C[O:2][C:3](=O)[CH2:4][O:5][N:6]=[C:7]([CH3:15])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1.[CH3:17][NH2:18]>>[CH3:15][C:7](=[N:6][O:5][CH2:4][C:3]([NH:18][CH3:17])=[O:2])[C:8]1[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 6329MethylamineHCID 54127586[(alpha-Methyl-4-chlorobenzylidene amino)oxy] acetic acid methyl ester

Product 1

HCID 131711728[(alpha-methyl-4-chlorobenzylidene amino)oxy]-N-methyl acetamide

Procedure

A mixture of 5.0 g of the [(α-methyl-4-chlorobenzylidene amino)oxy] acetic acid methyl ester obtained by the method described in example 3 and 40 ml of 35% aqueous methylamine solution was stirred for 2 hours. The precipitated solid substance was then dissolved by thrice extracting the mixture with an ether chloroform mixture. The extract was washed thrice with water, dried over anhydrous sodium sulfate and then concentrated by evaporation. Crystallisation of the residue from a benzene petroleum ether mixture yielded the above substance. Melting point 115° C.-116° C.

Workup

  1. customobtained by the method
  2. dissolutionThe precipitated solid substance was then dissolved by thrice
  3. extractionextracting the mixture with an ether chloroform mixture
  4. washThe extract was washed thrice with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated by evaporation
  7. customCrystallisation of the residue from a benzene petroleum ether mixture
  8. customyielded the above substance

Sources & evidence

ORD record
ord-0ca6f0ca90fb4d489ba0e0d3bf96082c
Source dataset
uspto-grants-1980_04
Patent number
US04196216

Reaction notes

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