Methanol → HCID 15232729, compound

HRID 1108956Notes

Reaction equation

HRID 1108956 reaction equation
[Cl:1][C:2]1[C:3](=[O:30])[NH:4][N:5]=[C:6]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([O:28]C)=[O:27])[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1.[OH-].[Na+].CO>O>[Cl:1][C:2]1[C:3](=[O:30])[NH:4][N:5]=[C:6]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][C:26]([OH:28])=[O:27])[C:7]=1[NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 15232728HCID 15232728, compound

Product 1

HCID 15232729HCID 15232729, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture comprising 240 mg of 4-chloro-5-(3,4-dimethoxybenzylamino)-6-(5-methoxycarbonylpentyloxy)-3(2H)-pyridazinone (Compound No. 1) prepared in Preparation Example 1, 65 mg of sodium hydroxide, 10 ml of methanol and 1 ml of water, was stirred at 60°-70° C. for 1 hour. After the reaction liquor was evaporated under reduced pressure, water was poured to the residue, and the resultant solution was adjusted to pH 1-2 with dilute hydrochloric acid, whereupon the product was extracted with chlorform. The extract was washed with water and brine in order, and was dried over sodium sulfate. Thereafter, the solvent was distilled off, and the residue was crystallized from chloroform-diethyl ether to obtain 192 mg of the above identified compound as colorless crystals having a melting point of from 150.5° C. to 151.5° C.

Workup

  1. customAfter the reaction liquor was evaporated under reduced pressure, water
  2. additionwas poured to the residue
  3. extractionwas extracted with chlorform
  4. washThe extract was washed with water and brine in order
  5. dry with materialwas dried over sodium sulfate
  6. distillationThereafter, the solvent was distilled off
  7. customthe residue was crystallized from chloroform-diethyl ether
  8. customto obtain 192 mg of the
  9. customof from 150.5° C. to 151.5° C.

Sources & evidence

ORD record
ord-2044958711ec43a0a2dc759fa7bff1e0
Source dataset
uspto-grants-1994_06
Patent number
US05318968

Reaction notes

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