4-Methoxybenzaldehyde → HCID 53710759, compound

HRID 2072683Notes

Reaction equation

HRID 2072683 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:14]2[CH2:15][CH2:16][C:17](=[O:20])[NH:18][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10]([NH:12][NH2:13])=[O:11].[CH:21](=O)[C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([C:14]2[CH2:15][CH2:16][C:17](=[O:20])[NH:18][N:19]=2)[CH:5]=[CH:6][C:7]=1[O:8][CH2:9][C:10](=[O:11])[NH:12][N:13]=[CH:21][C:22]1[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 312444-MethoxybenzaldehydeHCID 13687695HCID 13687695, compound

Product 1

HCID 53710759HCID 53710759, compoundYield 91.6%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.00 g of 6-[3-chloro-4-(hydrazinocarbonylmethoxy)phenyl]-4,5-dihydro-3(2H)-pyridazinone (Compound No. 18a, prepared following the procedure described in Example 4) was dissolved in 55 ml of dimethylformamide, and 2.3 g of p-anisaldehyde were added, at room temperature, to the resulting solution. The mixture was then stirred at the same temperature for 8 hours. At the end of this time, the solvent was distilled off in vacuo and chloroform was added to the resulting residue. The resulting precipitate was filtered off to give 1.28 g of the title compound melting at 220°-222° C.

Workup

  1. distillationAt the end of this time, the solvent was distilled off in vacuo and chloroform
  2. additionwas added to the resulting residue
  3. filtrationThe resulting precipitate was filtered off

Sources & evidence

ORD record
ord-bcd55c89f1ba4045aad8252774851a89
Source dataset
uspto-grants-1990_04
Patent number
US04914093

Reaction notes

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