5-Chloro-2-[2-(phenylmethyl)hydrazinyl]benzoic acid → HCID 19805485, compound

HRID 1681691Notes

Reaction equation

HRID 1681691 reaction equation
[CH2:1]([NH:8][NH:9][C:10]1[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:11]=1[C:12](O)=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)(=O)C.CCOCC>[CH2:1]([N:8]1[C:12](=[O:13])[C:11]2[C:10](=[CH:18][CH:17]=[C:16]([Cl:19])[CH:15]=2)[NH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 1

HCID 198054755-Chloro-2-[2-(phenylmethyl)hydrazinyl]benzoic acid

Product 1

HCID 19805485HCID 19805485, compoundYield 68.5%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 3283Diethyl EtherSolvent

Procedure

A suspension of 2-(2-benzylhydrazino)-5-chlorobenzoic acid (2.5 g) in acetic acid (20 ml) was heated under reflux for 30 minutes. The solution was then cooled and diluted with ether. The solid which formed was recrystallised from ethanol to give 1,2-dihydro-2-benzyl-5-chloro-3H-indazol-3-one as a solid (1.6 g), m.p. 215-225° C. (dec.).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 30 minutes
  3. temperatureThe solution was then cooled
  4. customThe solid which formed
  5. customwas recrystallised from ethanol

Sources & evidence

ORD record
ord-984ef0fcf77846d68de5575154fd79c5
Source dataset
uspto-grants-1992_12
Patent number
US05173496

Reaction notes

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