Ethanol → 5-chloro-2-hydroxybenzohydrazide

HRID 644454Notes

Reaction equation

HRID 644454 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[OH:11].O.[NH2:14][NH2:15].C(O)C>CCCCCC>[Cl:10][C:8]1[CH:9]=[C:4]([C:3]([NH:14][NH2:15])=[O:2])[C:5]([OH:11])=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 24654Hydrazine hydrate (1:1)HCID 77684Benzoic acid, 5-chloro-2-hydroxy-, methyl ester

Product 1

HCID 27948705-chloro-2-hydroxybenzohydrazideYield 79.2%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of 5-chloro-2-hydroxybenzoic acid methyl ester (0.50 g, 2.7 mmol), hydrazine monohydrate (0.3 mL, 6.2 mmol) and ethanol (5 mL) was refluxed for 6 hours. After the reaction mixture was cooled to room temperature, n-hexane was added and the separated crystal was filtered to give the title compound (395.9 mg, 79.2%) as a white crystal.

Workup

  1. temperaturewas refluxed for 6 hours
  2. filtrationthe separated crystal was filtered

Sources & evidence

ORD record
ord-7a7d2494bea44c56a8abfe937b15722a
Source dataset
uspto-grants-2010_04
Patent number
US07700655B2

Reaction notes

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