67973-80-2

Basic information

• Product Name: methyl 3-amino-5-hydroxybenzoate
• Synonyms: methyl 3-amino-5-hydroxybenzoate;3-Amino-5-(methoxycarbonyl)phenol, 3-Hydroxy-5-(methoxycarbonyl)aniline
• CAS NO: 67973-80-2
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.16196
• Mol File: 67973-80-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 124.5 °C
• Boiling Point: 376.446 °C at 760 mmHg
• Flash Point: 181.468 °C
• Appearance: /
• Density: 1.306 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 9.20±0.10(Predicted)
• CAS DataBase Reference: methyl 3-amino-5-hydroxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-amino-5-hydroxybenzoate(67973-80-2)
• EPA Substance Registry System: methyl 3-amino-5-hydroxybenzoate(67973-80-2)

Safety Data

• Hazardous Substances Data: 67973-80-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron, 39, p. 4189, 1983 DOI: 10.1016/S0040-4020(01)88639-7

InChI:InChI=1/C8H9NO3/c1-12-8(11)5-2-6(9)4-7(10)3-5/h2-4,10H,9H2,1H3

Upstream product

• 67-56-1 methanol 
• 99-10-5 3,5-Dihydroxybenzoic acid 
• 76045-71-1 3-amino-5-hydroxybenzoic acid 

Downstream Products

• 1437308-51-4 methyl 6-acetylamino-8-benzyloxy-2-hydroxy-3-methylnaphthalene-1-carboxylate 
• 1437308-42-3 methyl 3-acetylamino-5-benzyloxybenzoate 
• 1437308-43-4 3-benzyloxy-5-hydroxymethylacetanilide 
• 1437308-44-5 methyl 5-(3-acetylamino-5-benzyloxy-phenyl)-4-methyl-3-oxopentanoate 
• 726191-28-2 methyl 3-hydroxy-5-(3,4,5,6-tetrahydro-2H-azepin-7-ylamino)benzoate 
• 93561-97-8 3-amino-4-chloro-5-hydroxybenzoic acid 
• 93561-99-0 methyl 3-amino-4-chloro-5-hydroxybenzoate 
• 875439-69-3 3-tert-butoxycarbonylamino-5-(tert-butyl-diphenylsilanyloxy)-benzoic acid methyl ester 
• 875439-61-5 3-tert-butoxycarbonylamino-5-(tert-butyl-diphenylsilanyloxy)-benzyl bromide 
• 875439-70-6 3-tert-butoxycarbonylamino-5-(tert-butyl-diphenylsilanyloxy)-benzyl alcohol 
• 141311-38-8 3-tert-butoxycarbonylamino-5-hydroxy-benzoic acid methyl ester 

Relevant articles and documents

Two approaches to the aromatic core of the aminonaphthoquinone antibiotics

Two complementary approaches are presented for the synthesis of the quinone chromophores of the naphthoquinone ansamycins and related natural products. The first involves the use of an improved protocol for the manganese(III) acetate mediated cyclization of 5-aryl-1,3-dicarbonyl compounds to β-naphthols, leading to the simple, scalable preparation of building blocks suitable for the synthesis of naturally occurring aminonaphthoquinones. The second approach involves the Diels-Alder reaction of a series of new, ester-containing Danishefsky-type dienes with N-protected aminobenzoquinones to allow more expeditious access to similar intermediates.

An expedient synthesis of 3-amino-5-hydroxybenzoic acid and its N-alkyl analogues

-