Methylamine → N-methyl-2-hydroxyimino-3-methoxyiminovaleramide

HRID 26710Notes

Reaction equation

HRID 26710 reaction equation
[OH:1][N:2]=[C:3]([C:9](=[N:12][O:13][CH3:14])[CH2:10][CH3:11])[C:4](OCC)=[O:5].[CH3:15][NH2:16]>>[CH3:15][NH:16][C:4](=[O:5])[C:3](=[N:2][OH:1])[C:9](=[N:12][O:13][CH3:14])[CH2:10][CH3:11]

Participants

3

Reactant 2

HCID 6329MethylamineHCID 136409748HCID 136409748, compound

Product 1

HCID 136409747N-methyl-2-hydroxyimino-3-methoxyiminovaleramide

Procedure

a mixture of 7.6 parts ethyl 2-hydroxyimino-3-methoxyiminovalerate was mixed with 7 parts 40% aqueous methylamine solution at 25° C. and stirred till homogeneous (5 minutes). The mixture was allowed to stand 18 hours and then evaporated under reduced pressure (15 mm) at 50° C. water-bath temperature to dryness. Recrystallization of the residue from acetonitrile gave 4.3 parts of N-methyl-2-hydroxyimino-3-methoxyiminovaleramide, m.p. 168°-170° C.

Workup

  1. waitto stand 18 hours
  2. customevaporated under reduced pressure (15 mm) at 50° C. water-bath temperature to dryness
  3. customRecrystallization of the residue from acetonitrile

Sources & evidence

ORD record
ord-7c9eb399d7ea4e258d37633c5d5ae363
Source dataset
uspto-grants-1979_04
Patent number
US04151296

Reaction notes

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