Ammonium Hydroxide → 2-Hydroxy-5-(4-methoxyphenylazo)benzamide

HRID 46426

Reaction equation

HRID 46426 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]=[N:10][C:11]2[CH:19]=[C:15]([C:16](Cl)=[O:17])[C:14]([OH:20])=[CH:13][CH:12]=2)=[CH:5][CH:4]=1.[OH-].[NH4+:22]>C(O)(=O)C>[OH:20][C:14]1[CH:13]=[CH:12][C:11]([N:10]=[N:9][C:6]2[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)=[CH:19][C:15]=1[C:16]([NH2:22])=[O:17]

Participants

4

Reactant 2

HCID 14923Ammonium HydroxideHCID 1355740405-(4-Methoxyphenylazo)salicoyl chloride

Product 1

HCID 1356726252-Hydroxy-5-(4-methoxyphenylazo)benzamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

5-(4-Methoxyphenylazo)salicoyl chloride (1 g) was carefully warmed with 0.880 ammonium hydroxide (10 ml) for 10 minutes. The mixture was then acidified with glacial acetic acid and the amide removed by filtration. The product was crystallized from ethanol (0.60 g), 65%, m.p. 231°-3°, λmax (methanol)=352 nm.

Workup

  1. customthe amide removed by filtration
  2. customThe product was crystallized from ethanol (0.60 g), 65%, m.p. 231°-3°, λmax (methanol)=352 nm

Sources & evidence

ORD record
ord-d820b30a830945ad89cbcf0eb0d82a9b
Source dataset
uspto-grants-1979_11
Patent number
US04173478

Linked notes

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