3-Amino-4-hydroxybenzoic acid

3-amino-4-hydroxybenzoic acid is a monohydroxybenzoic acid that is 4-hydroxybenzoic acid carrying an additional amino substitutent at position 3. It is an aminobenzoic acid and a monohydroxybenzoic acid. It is a conjugate acid of a 3-amino-4-hydroxybenzoate.

To tin(II) chloride (207 mg, 1.09 mmol), 12N-HCl (1.5 mL) and 4-hydroxy-3-nitrobenzoic acid (100 mg, 0.55 mmol) were added successively at 0°C, and the reaction mixture was refluxed for 1 h. After addition of water, the reaction mixture was adjusted to pH 1 using 2N NaOH. The precipitates obtained were filtered and washed with water. The filtrate was concentrated in vacuo, and methanol was added to the residue. The formed precipitate was filtered, and the filtrate was concentrated in vacuo. The resulting residue was purified by silica gel column chromatography using methylene chloride and methanol (5:1) as eluent to obtain compound 1 (82 mg, 98percent) as a brown solid [Concentrated hydrochloric acid (12N-HCl, 1.5 mL)Tin tailored to 0 (II) chloride (tin (II) chloride, 207 mg, 1.09 mmol)After the addition to the, 4-hydroxy-3-nitrobenzoic acid (100 mg, 0.55 mmol)And the mixture was stirred under reflux for 1 hour. Then, Water was added and the pH was adjusted to 1 by addition of 2N-NaOH.The resulting solid was filtered, washed with water, and the filtrate was concentrated under reduced pressure, Methanol was added and filtered again.The filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (methylene chloride: methanol = 5: 1) to obtain Compound 57 (82 mg, 98percent) as a brown solid.A mixture of 4-hydroxy-3-nitrobenzoic acid (10 g, 1.0 eq) and 2 g Pd/C in 100 mL MeOH was stirred at rt under H

Used as an intermediate for azo and sulfur dyes, and used to make photosensitive paper

Molecular Weight:153.14
XLogP3:0.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:153.042593085
Monoisotopic Mass:153.042593085
Topological Polar Surface Area:83.6
Heavy Atom Count:11
Complexity:160
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes