Methylamine → HCID 87558686, compound

HRID 1960099Notes

Reaction equation

HRID 1960099 reaction equation
C[O:2][C:3](=O)/[C:4](/[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH:22]=[C:23]([Cl:25])[Cl:24])=[CH:18][C:17]=1[Cl:26])=[N:5]/[O:6][CH3:7].[CH3:28][NH2:29]>CO>[Cl:26][C:17]1[CH:18]=[C:19]([CH:22]=[C:23]([Cl:25])[Cl:24])[CH:20]=[CH:21][C:16]=1[O:15][CH2:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1/[C:4](=[N:5]\[O:6][CH3:7])/[C:3]([NH:29][CH3:28])=[O:2]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 87558880HCID 87558880, compound

Product 1

HCID 87558686HCID 87558686, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl-(E)-2-(2-((2-chloro-4-(2,2-dichlorovinyl)phenoxy)methyl)phenyl)-2-methoxyiminoacetate (0.428 g, 1 mmol) obtained in Example 39 was added to 10 ml of methanol. 40% methylamine solution (0.39 g, 5 mmol) was slowly added thereto, and the mixture was stirred at room temperature for 6 hours. The solvent was removed therefrom under a reduced pressure. After adding water thereto, the mixture was extracted three times with ethyl acetate. The combined organic layer was dried over anhydrous magnesium sulfate, filtered and distilled under a reduced pressure. The resulting residue was subjected to column chromatography (ethyl acetate:n-hexane=1:4) to obtain the title compound (0.38 g, 89%).

Workup

  1. customThe solvent was removed
  2. additionAfter adding water
  3. extractionthe mixture was extracted three times with ethyl acetate
  4. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. distillationdistilled under a reduced pressure

Sources & evidence

ORD record
ord-727ab50415e543429c21592ef28411ff
Source dataset
uspto-grants-2013_04
Patent number
US08410302B2

Reaction notes

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