Hydrochloric Acid → HCID 53831949, compound

HRID 2231687Notes

Reaction equation

HRID 2231687 reaction equation
[Cl:1][C:2]1[C:3](=[O:25])[N:4]([CH2:23][CH3:24])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]=O)=[CH:15][C:14]=1[CH2:21][CH3:22].C(O)(=O)[CH2:27][C:28]([OH:30])=[O:29].Cl>N1CCCCC1.N1C=CC=CC=1>[Cl:1][C:2]1[C:3](=[O:25])[N:4]([CH2:23][CH3:24])[N:5]=[CH:6][C:7]=1[NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]=[CH:27][C:28]([OH:30])=[O:29])=[CH:15][C:14]=1[CH2:21][CH3:22]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 867Malonic AcidHCID 54391418HCID 54391418, compound

Product 1

HCID 53831949HCID 53831949, compound

Reagents, catalysts & solvents 2

HCID 8082PiperidineCatalystHCID 1049PyridineSolvent

Conditions

Temperature
100 °C

Procedure

A mixture comprising 1.34 g of 4-chloro-5-[3-(2-ethyl-4-formylphenoxy)propylamino]-2-ethyl-3(2H) pyridazinone (Compound No. 92), 0.73 g of malonic acid, one drop of piperidine and 12 ml of pyridine, were heated under stirring at 100° C. for 3 hours. After cooling, the reaction solution was acidified with hydrochloric acid, and extracted with ethyl acetate. The extract was washed twice with water, and dried over sodium sulfate. Then, the solvent was distilled off, and the residue thereby obtained was crystallized from ethyl acetate-ethyl ether to obtain 1.2 g of the above identified compound as pale yellow crystals having a melting point of from 145° to 147° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. washThe extract was washed twice with water
  4. dry with materialdried over sodium sulfate
  5. distillationThen, the solvent was distilled off
  6. customthe residue thereby obtained
  7. customwas crystallized from ethyl acetate-ethyl ether
  8. customto obtain 1.2 g of the
  9. customof from 145° to 147° C.

Sources & evidence

ORD record
ord-57314c4b8a4b41f283e1e1e7a0f73ec3
Source dataset
uspto-grants-1988_11
Patent number
US04783462

Reaction notes

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