Dimethylamine → HCID 22414836, compound

HRID 1721435Notes

Reaction equation

HRID 1721435 reaction equation
[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:12])=[C:6]([CH:11]=1)[NH:7][C:8](=[O:10])[CH3:9].[CH3:13][NH:14][CH3:15].[CH2:16]=O>CN(C)C=O>[CH3:13][N:14]([CH2:16][C:3]1[C:2]([OH:1])=[CH:11][C:6]([NH:7][C:8](=[O:10])[CH3:9])=[C:5]([CH3:12])[CH:4]=1)[CH3:15]

Participants

5

Reactant 3

HCID 674DimethylamineHCID 712FormaldehydeHCID 3018138N-(5-Hydroxy-2-methylphenyl)ethanimidic acid

Product 1

HCID 22414836HCID 22414836, compoundYield 91.2%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

14.86 g (90.1 mmol) of 5'-hydroxy-2'-methylacetanilide was dissolved in 50 ml of N,N-dimethylformamide. 32.9 g of 40% (w/w) aqueous solution of dimethylamine and 14.6 g of 37% (w/w) aqueous solution of formalin were added to the solution, and the mixture was stirred for 24 hours at room temperature. After the reaction, the solvent was evaporated under reduced pressure to obtain a crude product. 17.1 mg (yield: 91.2%) of the title compound was obtained by washing this crude product with n-hexane and collecting crystals by filtration.

Workup

  1. customAfter the reaction
  2. customthe solvent was evaporated under reduced pressure
  3. customto obtain a crude product

Sources & evidence

ORD record
ord-4b0676d22c2a48fea6ec45526c34b47e
Source dataset
uspto-grants-1996_04
Patent number
US05510366

Reaction notes

Loading…