Hydrazinecarboxylic acid, ethyl ester → Ethyl 3-[6-(p-fluorophenyl)-3-pyridazinyl]carbazate

HRID 372729Notes

Reaction equation

HRID 372729 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11](Cl)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[C:15]([O:19][CH2:20][CH3:21])(=[O:18])[NH:16][NH2:17].FC1C=CC(C2N=NC(NNC([O-])=O)=CC=2)=CC=1>C(O)CCC>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[N:12][C:11]([NH:17][NH:16][C:15]([O:19][CH2:20][CH3:21])=[O:18])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 20064Hydrazinecarboxylic acid, ethyl esterHCID 64224443-chloro-6-(4-fluorophenyl)pyridazineHCID 203265383-[6-(p-Fluorophenyl)-3-pyridazinyl]carbazate

Product 1

HCID 20326485Ethyl 3-[6-(p-fluorophenyl)-3-pyridazinyl]carbazate

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 5.0 g. of 6-(p-fluorophenyl)-3-chloropyridazine, 5.0 g. of ethyl carbazate and 50 ml. of n-butanol is refluxed for 2 hours. The solvent is removed and the residue washed with water and recrystallized from ethanol to give 1.75 g. of 3-[6-(p-fluorophenyl)-3-pyridazinyl]carbazate as crystals, m.p. 173°-174° C.

Workup

  1. additionA mixture of 5.0 g
  2. customThe solvent is removed
  3. washthe residue washed with water
  4. customrecrystallized from ethanol
  5. customto give 1.75 g

Sources & evidence

ORD record
ord-d3e082294ca846b194f0823b893fdadb
Source dataset
uspto-grants-1978_05
Patent number
US04092311

Reaction notes

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