Ethyl 2-oxocyclohexanecarboxylate → HCID 14053650, compound

HRID 1762274Notes

Reaction equation

HRID 1762274 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[NH:11][NH2:12].CC[O:15][C:16]([CH:18]1[C:23](=O)[CH2:22][CH2:21][CH2:20][CH2:19]1)=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][C:3]=1[N:11]1[C:16](=[O:15])[C:18]2[CH2:23][CH2:22][CH2:21][CH2:20][C:19]=2[NH:12]1

Participants

3

Reactant 2

HCID 95543Ethyl 2-oxocyclohexanecarboxylateHCID 13849098(2-Fluoro-5-nitrophenyl)hydrazine

Product 1

HCID 14053650HCID 14053650, compound

Procedure

A solution of 2-fluoro-5-nitrophenylhydrazine (53.95 g) in ethyl 2-cyclohexanonecarboxylate (53.65 g) was heated under reflux for 4 hours. After cooling, the reaction mixture was poured into ice-water. The precipitated crystals were collected by filtration, washed with water add hexane and dried to obtain 2-(2-fluoro-5-nitrophenyl)-1,2,4,5,6,7-hexahydro-3H-indazol-3-one. m.p., 220.0° C.

Workup

  1. temperatureunder reflux for 4 hours
  2. temperatureAfter cooling
  3. filtrationThe precipitated crystals were collected by filtration
  4. washwashed with water
  5. additionadd hexane
  6. customdried

Sources & evidence

ORD record
ord-ea9877e113fc4aa3b6d588b5834a6a58
Source dataset
uspto-grants-1989_05
Patent number
US04831150

Reaction notes

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