80430-22-4

Basic information

• Product Name: Methyl 5-amino-2-methansulfonyloxybenzoate
• Synonyms: Methyl 3-amino-6-methansulfonyloxybenzoate;Methyl 5-amino-2-methansulfonyloxybenzoate
• CAS NO: 80430-22-4
• Molecular Formula: C₉H₁₁NO₅S
• Molecular Weight: 245.25
• Mol File: 80430-22-4.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 462.5 °C at 760 mmHg
• Flash Point: 233.5 °C
• Appearance: /
• Density: 1.404 g/cm³
• Vapor Pressure: 9.83E-09mmHg at 25°C
• Refractive Index: 1.562
• PKA: 2.33±0.10(Predicted)
• CAS DataBase Reference: Methyl 5-amino-2-methansulfonyloxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-amino-2-methansulfonyloxybenzoate(80430-22-4)
• EPA Substance Registry System: Methyl 5-amino-2-methansulfonyloxybenzoate(80430-22-4)

Safety Data

• Hazardous Substances Data: 80430-22-4(Hazardous Substances Data)

Usage

General Description

Methyl 5-amino-2-methanesulfonyloxybenzoate is a chemical compound used in the pharmaceutical industry as an intermediate for the synthesis of various drugs. It is commonly used in the production of anti-inflammatory, analgesic, and anti-hypertensive medications. Methyl 5-amino-2-methansulfonyloxybenzoate is a derivative of benzoic acid and contains a methyl group, an amino group, and a methanesulfonyloxy group. It is a white crystalline solid with a molecular weight of 287.29 g/mol. Methyl 5-amino-2-methanesulfonyloxybenzoate is important in the pharmaceutical field for its role in the synthesis of therapeutic drugs that are used to treat a variety of medical conditions.

InChI:InChI=1/C9H11NO5S/c1-14-9(11)7-5-6(10)3-4-8(7)15-16(2,12)13/h3-5H,10H2,1-2H3

Synthetic route

methyl 3-amino-6-methanesulfonyloxybenzoate (80430-22-4) + methyl salicylate (119-36-8) → methyl 2-hydroxy-5-[(4-methanesulfonyloxy-3-methoxycarbonylphenyl)azo]benzoate

Conditions	Yield
Stage #1: methyl 3-amino-6-methanesulfonyloxybenzoate With hydrogenchloride; sodium nitrite for 2h; Cooling with ice; Stage #2: methyl salicylate With potassium hydroxide at 0℃; for 2h; pH=8;	84.297%

methyl 3-amino-6-methanesulfonyloxybenzoate (80430-22-4) + methyl 2-hydroxy-5-nitrobenzoate (17302-46-4) + methanesulfonyl chloride (124-63-0) + methyl salicylate (119-36-8) → disodium azodisalicylate

Conditions	Yield
With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium carbonate; sodium nitrite; palladium In pyridine; methanol; ice-water; ethanol; water; acetic acid; isopropyl alcohol; toluene

Relevant articles and documents

Method and intermediates for preparing high purity 3,3'-azo-bis-(6-hydroxy benzoic acid)

A method of preparing 3,3'-azo-bis-(6-hydroxy benzoic acid) of formula I STR1 and salts thereof in at least 98% purity for treating inflammatory intestinal diseases. According to the invention a compound II STR2 is diazotized, and the diazonium salt obtained is coupled with a compound III STR3 The formed intermediate IV, which is also comprised by the invention, STR4 is hydrolized in alkaline medium to form the compound I. R1, R2 and R3 signify lower alkyl, R2 also possibly substituted phenyl.