Sulfuric Acid → HCID 178462945, compound

HRID 894843Notes

Reaction equation

HRID 894843 reaction equation
CO[C:3](=[O:7])[CH2:4][C:5]#[N:6].[CH2:8]([NH2:10])[CH3:9].C[O:12][C:13](=O)[CH2:14][C:15]([CH3:17])=O.S(=O)(=O)(O)O>O>[CH2:8]([N:10]1[C:13]([OH:12])=[CH:14][C:15]([CH3:17])=[C:4]([C:5]#[N:6])[C:3]1=[O:7])[CH3:9]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 6341EthylamineHCID 7747Methyl cyanoacetateHCID 7757Methyl acetoacetate

Product 1

HCID 178462945HCID 178462945, compoundYield 85.9%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

99 parts of cyanoacetic acid methyl ester are added at 5°-15° C. to 184.4 parts of a 49.4% strength aqueous solution of ethylamine, while stirring, stirring is continued for one hour, 133.5 parts of acetoacetic acid methyl ester are added and the mixture is heated at 100° C. for 5 hours in an autoclave, a pressure of 10.5 bars being generated. The reaction solution is then diluted with 600 parts of water and acidified with 74 parts of 61% strength sulphuric acid. The precipitated product is filtered off, washed and dried. This gives 153 parts (85.9% of theory) of 1-ethyl-3-cyano-4-methyl-6-hydroxypyrid-2-one with a melting point of 242°-45° C.

Workup

  1. stirringstirring
  2. filtrationThe precipitated product is filtered off
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-fcba96b79aa54ed9af102ec9ca5da8f9
Source dataset
uspto-grants-1981_08
Patent number
US04284782

Reaction notes

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