21563-73-5

Basic information

• Product Name: Benzoyl chloride, 2-amino- (9CI)
• Synonyms: Benzoyl chloride, 2-amino- (9CI)
• CAS NO: 21563-73-5
• Molecular Formula: C₇H₆ClNO
• Molecular Weight: 155.58164
• Product Categories: ACIDHALIDE
• Mol File: 21563-73-5.mol
• Article Data: 22

Chemical Properties

• Melting Point: 187-189 °C
• Boiling Point: 270.9±23.0 °C(Predicted)
• Appearance: /
• Density: 1.317±0.06 g/cm3(Predicted)
• PKA: -0.98±0.10(Predicted)
• CAS DataBase Reference: Benzoyl chloride, 2-amino- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzoyl chloride, 2-amino- (9CI)(21563-73-5)
• EPA Substance Registry System: Benzoyl chloride, 2-amino- (9CI)(21563-73-5)

Safety Data

• Hazardous Substances Data: 21563-73-5(Hazardous Substances Data)

Usage

General Description

Benzoyl chloride, 2-amino- (9CI) is a chemical compound with the molecular formula C7H6ClNO. It is a derivative of benzoyl chloride and contains an amino group. Benzoyl chloride, 2-amino- (9CI) is commonly used in organic synthesis as a reagent for the introduction of the benzoyl group to a variety of substrates, particularly in the production of pharmaceuticals, dyes, and polymers. It is also utilized as an intermediate in the synthesis of agrochemicals and other fine chemicals. Benzoyl chloride, 2-amino- (9CI) is a highly reactive and corrosive compound that requires careful handling and storage due to its toxic and irritating properties.

Upstream product

• 118-92-3 anthranilic acid 
• 1445-73-4 1-Methyl-4-piperidone 
• 3177-80-8 2-amino-3-methoxybenzoic acid 
• 3612-18-8 N-ethyl-4-piperidone 
• 552-16-9 ortho-nitrobenzoic acid 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 4425-23-4 7,8,9,10-tetrahydro-6H-azepino[2,1-b]quinazolin-12-one 
• 526-21-6 N-(2-aminobenzoyl)-glycine 
• 108296-06-6 2-Amino-N-(6-thiazolidin-3-yl-hexyl)-benzamide 
• 28144-70-9 anthranilic acid amide 
• 1627744-22-2 C₁₁H₉N₃O 
• 1627744-26-6 C₁₀H₉N₅ 
• 1627744-32-4 C₁₀H₁₁N₅O 
• 55727-53-2 7-amino-2,3-dihydropyrrolo[2,1-b]quinazolin-9(1H)-one 

Relevant articles and documents

Synthesis of substituted 1,2,3,4-tetrahydrobenzo[b][1,6]naphthyridines

Synthesis of the substituted compounds 9-14 (2-Me or 2-Et; 6-H, 6-OMe or 6-OH; 9-NHR) is reported.

2-((3,5-Dinitrobenzyl)thio)quinazolinones: Potent Antimycobacterial Agents Activated by Deazaflavin (F420)-Dependent Nitroreductase (Ddn)

Swapping the substituents in positions 2 and 4 of the previously synthesized but yet undisclosed 5-cyano-4-(methylthio)-2-arylpyrimidin-6-ones 4, ring closure, and further optimization led to the identification of the potent antitubercular 2-thio-substituted quinazolinone 26. Structure-activity relationship (SAR) studies indicated a crucial role for both meta-nitro substituents for antitubercular activity, while the introduction of polar substituents on the quinazolinone core allowed reduction of bovine serum albumin (BSA) binding (63c, 63d). While most of the tested quinazolinones exhibited no cytotoxicity against MRC-5, the most potent compound 26 was found to be mutagenic via the Ames test. This analogue exhibited moderate inhibitory potency against Mycobacterium tuberculosis thymidylate kinase, the target of the 3-cyanopyridones that lies at the basis of the current analogues, indicating that the whole-cell antimycobacterial activity of the present S-substituted thioquinazolinones is likely due to modulation of alternative or additional targets. Diminished antimycobacterial activity was observed against mutants affected in cofactor F420 biosynthesis (fbiC), cofactor reduction (fgd), or deazaflavin-dependent nitroreductase activity (rv3547), indicating that reductive activation of the 3,5-dinitrobenzyl analogues is key to antimycobacterial activity.

TBHP as Methyl Source under Metal-Free Aerobic Conditions To Synthesize Quinazolin-4(3H)-ones and Quinazolines by Oxidative Amination of C(sp3)–H Bond

tert-Butyl hydroperoxide (TBHP) served as the methyl source under metal-free aerobic conditions in the oxidative amination of the C(sp3)–H bond to synthesize quinazolin-4(3H)-ones and quinazolines from 2-aminobenzamides and 2-carbonyl-substituted anilines, respectively.