6268-38-8

Basic information

• Product Name: 2-[(methoxycarbonyl)amino]benzoic acid
• Synonyms: benzoic acid, 2-[(methoxycarbonyl)amino]-
• CAS NO: 6268-38-8
• Molecular Formula: C₉H₉NO₄
• Molecular Weight: 195.1721
• Mol File: 6268-38-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 297.3°C at 760 mmHg
• Flash Point: 133.6°C
• Density: 1.38g/cm³
• Vapor Pressure: 0.000613mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: 2-[(methoxycarbonyl)amino]benzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[(methoxycarbonyl)amino]benzoic acid(6268-38-8)
• EPA Substance Registry System: 2-[(methoxycarbonyl)amino]benzoic acid(6268-38-8)

Safety Data

• Hazardous Substances Data: 6268-38-8(Hazardous Substances Data)

Usage

Physical form

White crystalline compound

Common uses

Intermediate in the synthesis of pharmaceutical products and agricultural chemicals

Molecular weight

223.18 g/mol

Solubility

Soluble in water and ethanol

Importance

Building block in the production of various drugs and used as a precursor in organic synthesis

Application in research

Used in the research and development of new chemical entities

Essential component

Manufacture of medicines and agrochemicals

Upstream product

• 67-56-1 methanol 
• 118-48-9 isatoic anhydride 
• 5100-23-2 2-isocyanatobenzoyl chloride 
• 412276-22-3 (2-methoxycarbonylamino-phenyl)-glyoxylic acid 
• 200354-53-6 2-methoxy-4H-3,1-benzoxazin-4-one 
• 476-34-6 isoindigo 
• 479-41-4 indirubin 
• 64784-13-0 indigo 
• 7143-42-2 methyl 2-((methoxycarbonyl)amino)benzoate 

Downstream Products

• 118-92-3 anthranilic acid 
• 7143-42-2 methyl 2-((methoxycarbonyl)amino)benzoate 

Relevant articles and documents

Identification of degradation products of indigoids by tandem mass spectrometry

The study concerns identification of photodegradation products of indigotin, indirubin and isoindigo. Experimental methodology consists of degradation of standard solutions of indigoids in a solar box and analysis of samples taken at different aging time by using capillary high-performance liquid chromatography coupled with electrospray ionization tandem mass spectrometric and spectrophotometric detectors. Identification of the formed compounds was based on careful interpretation of the electrospray ionization MS/MS spectra. Apart from the well-known degradation products of indigoids: isatin, isatoic anhydride and anthranilic acid, another seven species were also identified, and their proposed structures were confirmed by high-resolution molecular masses measurements; according to the best knowledge of authors, they have not been reported so far. The obtained results formed the basis for postulating mechanism of the process. Moreover, the MRM (Multiple Reaction Monitoring) method was developed for the identification of natural dyes and their degradation products in textiles of historical value. Apart from such colorants as indigotin and flavonoids, also presence of degradation products of indigoids was confirmed.

A phosgene and peroxide-free one-pot tandem synthesis of isatoic anhydrides involving anthranilic acid, boc anhydride and 2-chloro-N-methyl pyridinium iodide

A phosgene and peroxide-free approach for the synthesis of isatoic anhydrides has been described. The synthesis involves the carbamate formation with boc anhydride followed by in situ cyclization to afford the isatoic anhydride. The importance of this synthetic strategy is in the ease of operation, scalability and preparation from readily available raw materials.