Sulfuric Acid → HCID 178448683, compound

HRID 894844Notes

Reaction equation

HRID 894844 reaction equation
CO[C:3](=[O:7])[CH2:4][C:5]#[N:6].[CH2:8]([NH2:12])[CH2:9][CH2:10][CH3:11].C[O:14][C:15](=O)[CH2:16][C:17]([CH3:19])=O.S(=O)(=O)(O)O>O>[CH2:8]([N:12]1[C:15]([OH:14])=[CH:16][C:17]([CH3:19])=[C:4]([C:5]#[N:6])[C:3]1=[O:7])[CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 7747Methyl cyanoacetateHCID 7757Methyl acetoacetateHCID 8007Butylamine

Product 1

HCID 178448683HCID 178448683, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Conditions

Temperature
120 °C

Procedure

69.3 parts of cyanoacetic acid methyl ester are added at 20° to 30° C. to 117.5 parts of n-butylamine, while stirring, the mixture is stirred for approx. 12 hours, 150 parts of water and 93.4 parts of acetoacetic acid methyl ester are added and the mixture is heated at 120° C. for 6 hours in an autoclave, a pressure of 13 bars being generated. The reaction solution is then run into a mixture of 400 parts of water and 75 parts of 61% strength sulphuric acid and the precipitate which has been formed is filtered off, rinsed with water and dried, 123 parts (85% of theory) of 1-butyl-3-cyano-4-methyl-6-hydroxypyrid-2-one with a melting point of 220° C. are obtained.

Workup

  1. stirringthe mixture is stirred for approx. 12 hours
  2. customthe precipitate which has been formed
  3. filtrationis filtered off
  4. washrinsed with water
  5. customdried

Sources & evidence

ORD record
ord-8a978d68f9344e60b90d87a56dabb5c9
Source dataset
uspto-grants-1981_08
Patent number
US04284782

Reaction notes

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