Sodium Bicarbonate → beta-(N-chloroacetyl-2,6-dimethylphenylamino)propionaldehyde O-methyloxime

HRID 46578Notes

Reaction equation

HRID 46578 reaction equation
Cl.[CH3:2][O:3][NH2:4].[Cl:5][CH2:6][C:7]([N:9]([C:14]1[C:19]([CH3:20])=[CH:18][CH:17]=[CH:16][C:15]=1[CH3:21])[CH2:10][CH2:11][CH:12]=O)=[O:8].C(=O)(O)[O-].[Na+]>C(O)C>[CH3:2][O:3][N:4]=[CH:12][CH2:11][CH2:10][N:9]([C:14]1[C:15]([CH3:21])=[CH:16][CH:17]=[CH:18][C:19]=1[CH3:20])[C:7](=[O:8])[CH2:6][Cl:5]

Participants

5

Conditions

Temperature
35 °C

Procedure

A 2.0-g (0.024-mol) sample of methoxyamine hydrochloride was added slowly to a slurry of 3.0 g (0.012 mol) beta-(N-chloroacetyl-2,6-dimethylphenylamino)propionaldehyde and 2.0 g (0.02 mol) sodium bicarbonate in 75 ml ethanol. The reaction mixture was stirred at about 35° C. for 2 hours, filtered and evaporated to give 2.9 g of the product as an oil. The product is tabulated in Table I as Compound No. 13-B.

Workup

  1. filtrationfiltered
  2. customevaporated

Sources & evidence

ORD record
ord-54a847b5ccec4255aa8ee077062b0e96
Source dataset
uspto-grants-1979_11
Patent number
US04174210

Reaction notes

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