4-Nitrobenzaldehyde → HCID 593142, compound

HRID 1065479Notes

Reaction equation

HRID 1065479 reaction equation
[Cl:1][C:2]1[N:7]=[N:6][C:5]([NH:8][NH2:9])=[CH:4][CH:3]=1.C(O)C.[N+:13]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=1)([O-:15])=[O:14]>O>[N+:13]([C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[N:9][NH:8][C:5]2[N:6]=[N:7][C:2]([Cl:1])=[CH:3][CH:4]=2)=[CH:18][CH:17]=1)([O-:15])=[O:14]

Participants

5

Reactant 3

HCID 5414-NitrobenzaldehydeHCID 702EthanolHCID 1007873-Chloro-6-hydrazinopyridazine

Product 1

HCID 593142HCID 593142, compoundYield 91.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 14.5 g (0.1 moles) of 6-chloro-3-pyridazinylhydrazine, 145 ml of ethanol and 15.1 g (0.1 moles) of 4-nitrobenzaldehyde is refluxed with stirring for 2 hours, cooled and 75 ml of water are added. The precipitate is filtered, washed with water, triturated with hot ethanol, filtered again and dried to give 25.4 g (91.5%) of the named compound; m.p. 290° C. (with decomposition).

Workup

  1. temperatureis refluxed
  2. temperaturecooled
  3. filtrationThe precipitate is filtered
  4. washwashed with water
  5. customtriturated with hot ethanol
  6. filtrationfiltered again
  7. customdried

Sources & evidence

ORD record
ord-9cc2d0264dd140b992a32a6608405655
Source dataset
uspto-grants-1982_05
Patent number
US04329457

Reaction notes

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