Water → 1-Naphthohydrazide

HRID 1278088Notes

Reaction equation

HRID 1278088 reaction equation
[C:1]1([C:11]([O:13]C)=O)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.O.[NH2:16][NH2:17]>CO>[C:1]1([C:11]([NH:16][NH2:17])=[O:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 962WaterHCID 9321HydrazineHCID 120056Naphthalenecarboxylic acid, methyl ester

Product 1

HCID 726891-NaphthohydrazideYield 86%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 21.5 g (0.116 mol) of methyl α-naphthoate, 50 ml of 80% water containing hydrazine, and 30 ml of methanol was refluxed for 3 hours and then the reaction mixture obtained was cooled to form crystals, which were recovered and washed with water to provide 19.0 g (yield 86%) of α-naphthoic acid hydrazide.

Workup

  1. temperaturewas refluxed for 3 hours
  2. customthe reaction mixture obtained
  3. temperaturewas cooled
  4. customto form crystals, which
  5. customwere recovered
  6. washwashed with water

Sources & evidence

ORD record
ord-065dc10df9694d45acaa6529a46b89f9
Source dataset
uspto-grants-1981_07
Patent number
US04279982

Reaction notes

Loading…