1,4-Dioxane → HCID 15232728, compound

HRID 1034146Notes

Reaction equation

HRID 1034146 reaction equation
[Cl:1][C:2]1[C:3](=[O:19])[NH:4][N:5]=[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])[C:7]=1Cl.[CH3:20][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[CH:28][C:29]=1[O:30][CH3:31])[CH2:25][NH2:26].O1CCOCC1>O>[Cl:1][C:2]1[C:3](=[O:19])[NH:4][N:5]=[C:6]([O:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]([O:17][CH3:18])=[O:16])[C:7]=1[NH:26][CH2:25][C:24]1[CH:27]=[CH:28][C:29]([O:30][CH3:31])=[C:22]([O:21][CH3:20])[CH:23]=1

Participants

5

Reactant 3

HCID 312751,4-DioxaneHCID 79832VeratrylamineHCID 19021539HCID 19021539, compound

Product 1

HCID 15232728HCID 15232728, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 4.13 g of 4,5-dichloro-6-(5-methoxycarbonylpentyloxy)-3(2H)-pyridazinone, 6.70 g of 3,4-dimethoxybenzylamine, 130 ml of 1,4-dioxane and 130 ml of water, was refluxed with stirring overnight. The solvent was evaporated under reduced pressure, and water was poured to the residue, whereupon the product was extracted with chloroform. The extract was washed with dilute hydrochloric acid, water and brine in order, and was dried over sodium sulfate. Thereafter, the solvent was distilled off, and the residue was crystallized from chloroform-n-hexane-diethyl ether to obtain 5.28 g of the above identified compound as colorless crystals having a melting point of from 111° C. to 112° C.

Workup

  1. temperaturewas refluxed
  2. customThe solvent was evaporated under reduced pressure, and water
  3. additionwas poured to the residue, whereupon the product
  4. extractionwas extracted with chloroform
  5. washThe extract was washed with dilute hydrochloric acid, water and brine in order
  6. dry with materialwas dried over sodium sulfate
  7. distillationThereafter, the solvent was distilled off
  8. customthe residue was crystallized from chloroform-n-hexane-diethyl ether
  9. customto obtain 5.28 g of the
  10. customof from 111° C. to 112° C.

Sources & evidence

ORD record
ord-0a00610eeb51485b82acff24c2c780a3
Source dataset
uspto-grants-1994_05
Patent number
US05314883

Reaction notes

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