Methylamine → HCID 178429347, compound

HRID 894841Notes

Reaction equation

HRID 894841 reaction equation
[CH3:1][NH:2][C:3](=[O:7])[CH2:4][C:5]#[N:6].C([O:10][C:11](=O)[CH2:12][C:13]([CH3:15])=O)C.CN>O.S(=O)(=O)(O)O>[CH3:1][N:2]1[C:11]([OH:10])=[CH:12][C:13]([CH3:15])=[C:4]([C:5]#[N:6])[C:3]1=[O:7]

Participants

6

Reactant 3

HCID 6329MethylamineHCID 8868Ethyl AcetoacetateHCID 806222-Cyano-N-methylacetamide

Product 1

HCID 178429347HCID 178429347, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 962WaterSolvent2×HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
90 °C

Procedure

250 parts of water, 98 parts of N-methylcyanoacetamide and 169 parts of acetoacetic acid ethyl ester are initially placed in an autoclave, 40 parts of gaseous monomethylamine are injected, while stirring, and the reaction mixture is then heated at 90° C. for 3 hours, a pressure of 2.9 bars being generated. The batch is diluted with 400 parts of water, 80 parts of 61% strength sulphuric acid are added at 30°-35° C., the batch is cooled to 20° C. and the precipitate which has been formed is filtered off. 155.8 parts (95% of theory) of 1,4-dimethyl-3-cyano-6-hydroxypyrid-2-one with a melting point of 285° C. are obtained.

Workup

  1. additionare added at 30°-35° C.
  2. temperaturethe batch is cooled to 20° C.
  3. customthe precipitate which has been formed
  4. filtrationis filtered off

Sources & evidence

ORD record
ord-83fe59f030a74325b002444caf688641
Source dataset
uspto-grants-1981_08
Patent number
US04284782

Reaction notes

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