Hydrochloric Acid → 4-Amino-5-cyano-2-hydroxybenzoic acid
Reaction equation
[NH2:1][C:2]1[C:12]([C:13]#[N:14])=[CH:11][C:5]([C:6]([O:8]CC)=[O:7])=[C:4]([OH:15])[CH:3]=1.[OH-].[Na+].Cl>O>[NH2:1][C:2]1[C:12]([C:13]#[N:14])=[CH:11][C:5]([C:6]([OH:8])=[O:7])=[C:4]([OH:15])[CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
Ethyl 4-amino-5-cyano-2-hydroxybenzoate (3 g, 14.55 mmol) is treated with 60 ml of a 10% strength sodium hydroxide solution and the mixture is stirred at 50° C. for one hour. After cooling, the reaction solution is acidified with concentrated hydrochloric acid, diluted with water and the precipitate is filtered off with suction. The desired product is obtained after recrystallization from ethanol in 62% yield (1.6 g).
Workup
- temperatureAfter cooling
- filtrationthe precipitate is filtered off with suction
Sources & evidence
- ORD record
- ord-5010a193e6f04b1990b5337828cc718c
- Source dataset
- uspto-grants-2011_01
- Patent number
- US07863283B2
Reaction notes
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