Methyl 2-acetoxy-5-benzylideneaminobenzoate → Methyl 2-acetoxy-5-aminobenzoate

HRID 2107011Notes

Reaction equation

HRID 2107011 reaction equation
[C:1]([O:4][C:5]1[CH:14]=[CH:13][C:12]([N:15]=CC2C=CC=CC=2)=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2]>O>[C:1]([O:4][C:5]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][C:6]=1[C:7]([O:9][CH3:10])=[O:8])(=[O:3])[CH3:2]

Participants

3

Reactant 1

HCID 23047224Methyl 2-acetoxy-5-benzylideneaminobenzoate

Product 1

HCID 14618386Methyl 2-acetoxy-5-aminobenzoateYield 15%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 2-acetoxy-5-benzylideneaminobenzoate (19 g, 64 mmole) was boiled with water (100 ml) for 1 hour after which the reaction mixture was cooled and evaporated to dryness, in vacuo. The remaining material was recrystallized from water to give the title compound (2.0 g, 15%), m.p. 99°-100° C. Found (Calc. for C10H11NO4) C 57.31 (57.42), H 5.37 (5.26) N 6.68 (6.70).

Workup

  1. temperatureafter which the reaction mixture was cooled
  2. customevaporated to dryness, in vacuo
  3. customThe remaining material was recrystallized from water

Sources & evidence

ORD record
ord-b59397d8c29f447fafcc73049e9bb220
Source dataset
uspto-grants-1990_06
Patent number
US04933330

Reaction notes

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