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

HRID 613956Notes

Reaction equation

HRID 613956 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-3f071e30355f45c487e2dd3b4816a90d
Source dataset
uspto-grants-1979_03
Patent number
US04142901

Reaction notes

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