Hydrazine hydrate (1:1) → HCID 15754479, compound

HRID 1030011Notes

Reaction equation

HRID 1030011 reaction equation
[N+:1]([C:4]1[CH:19]=[CH:18][CH:17]=[CH:16][C:5]=1[C:6]([CH:8]1[C:13](=O)[CH2:12][CH2:11][CH2:10][C:9]1=[O:15])=O)([O-:3])=[O:2].O.[NH2:21][NH2:22]>C(O)C>[O:15]=[C:9]1[CH2:10][CH2:11][CH2:12][C:13]2[NH:22][N:21]=[C:6]([C:5]3[CH:16]=[CH:17][CH:18]=[CH:19][C:4]=3[N+:1]([O-:3])=[O:2])[C:8]1=2

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 139830702-(2-Nitrobenzoyl)cyclohexane-1,3-dione

Product 1

HCID 15754479HCID 15754479, compoundYield 45%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3.2 g (12.2 mmol) of 2-nitrobenzoylcyclohexane-1,3-dione and 0.52 g (12.2 mmol) of hydrazine hydrate (80%) are refluxed for 4 hours in 120 ml of ethanol. The ethanol is subsequently distilled off under reduced pressure, and 80 ml of methanol are added. The solid which precipitates is filtered off with suction and dried in vacuo. 1.41 g (45% of theory) of 4,5,6,7-tetrahydro-4-oxo-3-(2-nitro-phenyl)-1H-indazole of the formula ##STR6## and of melting point 236° C. (decomp.) are obtained.

Workup

  1. distillationThe ethanol is subsequently distilled off under reduced pressure, and 80 ml of methanol
  2. additionare added
  3. customThe solid which precipitates
  4. filtrationis filtered off with suction
  5. customdried in vacuo

Sources & evidence

ORD record
ord-a5128ff284f84dac861cca4460a0f13f
Source dataset
uspto-grants-1992_04
Patent number
US05104442

Reaction notes

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