43134-76-5

Basic information

• Product Name: 4-acetylamino-2-aminobenzoic acid
• Synonyms: 1-Amino-2-carboxy-5-acetamidobenzene;4-(Acetylamino)-2-aminobenzoic acid; 4-Acetamidoanthranilic acid
• CAS NO: 43134-76-5
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.19
• Mol File: 43134-76-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 483.6°Cat760mmHg
• Flash Point: 246.3°C
• Appearance: /
• Density: 1.414g/cm³
• Vapor Pressure: 3.64E-10mmHg at 25°C
• Refractive Index: 1.676
• CAS DataBase Reference: 4-acetylamino-2-aminobenzoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-acetylamino-2-aminobenzoic acid(43134-76-5)
• EPA Substance Registry System: 4-acetylamino-2-aminobenzoic acid(43134-76-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 43134-76-5(Hazardous Substances Data)

Usage

General Description

4-acetylamino-2-aminobenzoic acid, also known as N-acetyl-2-aminobenzoic acid, is a chemical compound that belongs to the class of aminobenzoic acids. It is a derivative of anthranilic acid and is commonly used in the synthesis of pharmaceuticals and organic compounds. 4-acetylamino-2-aminobenzoic acid is commonly used as a precursor for the production of various medications, including local anesthetics and anti-inflammatory drugs. It is also used in the production of dyes and fluorescent brighteners in the textile industry. The compound is a white to off-white powder that is soluble in water and ethanol, and it has a molecular formula of C9H9NO3. Overall, 4-acetylamino-2-aminobenzoic acid is a versatile chemical with important applications across various industrial and pharmaceutical sectors.

InChI:InChI=1/C9H10N2O3/c1-5(12)11-6-2-3-7(9(13)14)8(10)4-6/h2-4H,10H2,1H3,(H,11,12)(H,13,14)

Upstream product

• 2719-14-4 4-acetylamino-2-nitrotoluene 
• 119-32-4 4-Methyl-3-nitroanilin 
• 606-31-5 2,6-dinitrobenzaldehyde 
• 603-12-3 2,6-dinitrobenzoic acid 
• 108-24-7 acetic anhydride 
• 21573-29-5 4-acetylamino-2-nitrobenzoic acid 

Downstream Products

• 1606159-07-2 C₁₁H₁₁N₃O₂S 
• 1606159-31-2 C₂₁H₂₂N₄O₃ 
• 65-49-6 4-Aminosalicylic acid 
• 50-86-2 4-acetamidosalicylic acid 

Relevant articles and documents

Functionalization of quinazolin-4-ones part 1: Synthesis of novel 7-substituted-2-thioxo quinazolin-4-ones from 4-substituted-2-aminobenzoic acids and PPh3(SCN)2

4-(Nitro, amino, acetylamino)-2-aminobenzoic acid were allowed to react with PPh3(SCN)2 and gave the crossholding 7-nitro, 7-acetylamino- and 7-amino-2-thioxo quinazolin-4-ones respectively. The nature of the substituent at position 4 of the 2-aminobenzoic acids has significant influence on the outcome of the cyclisation reaction with PPh 3(SCN)2. Similarly, the nature of the substituent at position 7 of the 2-substituted quinazolin-4-ones significantly affected the ease with which alkylation reactions could be performed. The alkylation selectivity of the 7- substiuted-2-thioxo quinazolin-4-ones was found to depend on the nature of the alkyl halide and the nature of the substituent at position 2.

Preparation of Some Acetylated, Reduced and Oxidized Derivatives of 2,4-Diaminotoluene and 2,6-Dinitrotoluene

4-Acetylamino-2-hydroxylaminotoluene (4AA2HAT) and 2-hydroxylamino-6-nitrotoluene (2HA6NT) were prepared from 4-acetylamino-2-nitrotoluene (4AA2NT) and 2,6-dinitrotoluene (2,6-DNT), respectively, by reduction with zinc dust and NH4Cl. 2,6-Dinitrobenzylalcohol (2,6-DNB) and 2,6-dinitrobenzoic acid (2,6-DNBA) were prepared from 2,6-dinitrobenzaldehyde (2,6-DNBAl) by reduction with NaBH4 and by oxidation with KMnO4, respectively. 2-Acetylamino-4-aminobenzoic acid (2AA4ABA) was prepared from 4-nitroanthranilic acid (4NAA) by acetylation followed by reduction with NaBH4 and Pd-C. 2,4-Diacetylaminobenzoic acid (2,4-DAABA) was prepared from 4NAA by reduction with NaBH4 and Pd-C followed by acetylation. 4-Acetylamino-2-aminobenzoic acid (4AA2ABA) was prepared from 4NAA by reduction and acetylation followed by chelation with Cu(AcO)2.Keywords- 4-acetylamino-2-hydroxylaminotoluene; 2-hydroxylamino-6-nitrotoluene; 2,6-dinitrobenzylalcohol; 2,6-dinitrobenzoic acid; 2-acetylamino-4-aminobenzoic acid; 4-acetylamino-2-aminobenzoic acid; 2,4-diacetylaminobenzoic acid; carcinogenicity; mutagenicity; preparation