2-Hydroxy-1-naphthaldehyde → 2-Hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone

HRID 1156092Notes

Reaction equation

HRID 1156092 reaction equation
[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][NH2:7])=[O:5].[OH:12][C:13]1[CH:22]=[CH:21][C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[C:14]=1[CH:23]=O>C1(C)C=CC=CC=1>[NH2:1][C:2]1[CH:11]=[CH:10][CH:9]=[CH:8][C:3]=1[C:4]([NH:6][N:7]=[CH:23][C:14]1[C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:21]=[CH:22][C:13]=1[OH:12])=[O:5]

Participants

4

Reactant 2

HCID 128192-Hydroxy-1-naphthaldehydeHCID 94728Benzoic acid, 2-amino-, hydrazide

Product 1

HCID 30849512-Hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The hydrazone is prepared by refluxing 30.2 g (0.20 mol) o-aminobenzhydrazide, 34.4 g (0.20 mol) 2-hydroxy-1-naphthaldehyde and 250 ml toluene in a 500 ml flask for 1 hour. The solid formed is collected on a filter and washed with hot ethanol yielding 40 g of yellow 2-hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone, melting at 188°-191° C.

Workup

  1. customThe solid formed
  2. customis collected on
  3. filtrationa filter
  4. washwashed with hot ethanol yielding 40 g of yellow 2-hydroxy-1-naphthaldehyde-o-aminobenzoyl hydrazone, melting at 188°-191° C.

Sources & evidence

ORD record
ord-20f91ced53984b2ca0ec5212e74b86cf
Source dataset
uspto-grants-1982_06
Patent number
US04334015

Reaction notes

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