Acetohydrazide → HCID 20310364, compound

HRID 1763626Notes

Reaction equation

HRID 1763626 reaction equation
Cl[C:2]1[N:3]=[N:4][C:5]([C:8]2[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=2[Cl:15])=[CH:6][CH:7]=1.[C:16]([NH:19][NH2:20])(=O)[CH3:17]>C(O)CCC>[CH3:17][C:16]1[N:3]2[N:4]=[C:5]([C:8]3[CH:13]=[C:12]([CH3:14])[CH:11]=[CH:10][C:9]=3[Cl:15])[CH:6]=[CH:7][C:2]2=[N:20][N:19]=1

Participants

4

Reactant 2

HCID 14039AcetohydrazideHCID 20310394HCID 20310394, compound

Product 1

HCID 20310364HCID 20310364, compound

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described in Example 35, 2-chloro-5-methylbenzaldehyde is reacted with morpholine and potassium cyanide to give γ-(2-chloro-5-methylphenyl)-4-morpholineacetonitrile. In a similar manner as described in Example 35, the preceding compound is converted to 3-chloro-6-(2-chloro-5-methylphenyl)pyridazine which is reacted with acetic acid hydrazide in refluxing n-butanol for 24 hours to give the product of the example.

Workup

  1. customto give the product of the example

Sources & evidence

ORD record
ord-066dc6e9ed6245cfa7edc8abeb531c5b
Source dataset
uspto-grants-1978_09
Patent number
US04112095

Reaction notes

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