Salicylaldehyde → 7191-90-4

HRID 596576Notes

Reaction equation

HRID 596576 reaction equation
[CH:1](=O)[C:2]1[C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4].[C:10]1([NH2:17])[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16].N1CCCCC1>CO>[OH:4][C:3]1[CH:5]=[CH:6][CH:7]=[CH:8][C:2]=1[CH:1]=[N:16][C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=1[NH2:17]

Participants

5

Reactant 3

HCID 6998SalicylaldehydeHCID 7243O-PhenylenediamineHCID 8082Piperidine

Product 1

HCID 3457747191-90-4

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under agitation, 73.3 g. of salicylaldehyde is added dropwise under ice cooling gradually to a solution of 6.4 g. of o-phenylenediamine in 225 ml. of methanol and 0.6 ml. of piperidine. The mixture is allowed to stand for one hour; the thus-separated precipitate is vacuum-filtered, washed twice with ice-cold methanol, and 112 g. of N-(2-hydroxybenzal)-o-phenylenediamine is obtained as a crude product.

Workup

  1. filtrationthe thus-separated precipitate is vacuum-filtered
  2. washwashed twice with ice-cold methanol, and 112 g

Sources & evidence

ORD record
ord-04b52d98ecdb4c17a24ab9f7a992c2bf
Source dataset
uspto-grants-1977_03
Patent number
US04011322

Reaction notes

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