Methylamine → HCID 19429849, compound

HRID 2081626Notes

Reaction equation

HRID 2081626 reaction equation
C[O:2][C:3](=O)/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=1)=[N:5]\[O:6][CH3:7].C1(C)C=CC=C(OC2C=CC=CC=2OC(=O)[CH:38]=[N:39]OC)C=1.CN>>[CH3:38][NH:39][C:3](=[O:2])/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[O:14][C:15]1[CH:16]=[C:17]([CH3:21])[CH:18]=[CH:19][CH:20]=1)=[N:5]\[O:6][CH3:7]

Participants

4

Reactant 3

HCID 6329MethylamineHCID 15764703HCID 15764703, compoundHCID 54120371HCID 54120371, compound

Product 1

HCID 19429849HCID 19429849, compound

Procedure

To Product (A') (286 mg), i.e. methyl-(Z)-2-[2-(3-tolyloxy)phenyl]-2-methoxyiminoacetate, [2-(3-tolyloxy)phenyl]-2-methoxyiminoacetate, 30 % methanolic methylamine (197 mg) was added, followed by stirring at room temperature for 12 hours. Excess amine and methanol were removed from the mixture, which was subjected to silica gel column chromatography with a mixture of hexane and ethyl acetate to give 201 mg of (Z)-N-methyl-2-[2-(3-tolyloxy)phenyl]-2-methoxyiminoacetamide (Compound No. 5).

Workup

  1. customExcess amine and methanol were removed from the mixture, which
  2. additionwas subjected to silica gel column chromatography with a mixture of hexane and ethyl acetate

Sources & evidence

ORD record
ord-db9f760cd8b64ac98c282f0e03e7106b
Source dataset
uspto-grants-1993_02
Patent number
US05185342

Reaction notes

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