2114-68-3

Basic information

• Product Name: 2-BENZYLAMINO-4-CHLORO-5-SULFAMOYLBENZOIC ACID
• Synonyms: 2-BENZYLAMINO-4-CHLORO-5-SULFAMOYLBENZOIC ACID;N-BENZYL-4-CHLORO-5-SULFAMOYLANTHRANILIC ACID;TIMTEC-BB SBB005969
• CAS NO: 2114-68-3
• Molecular Formula: C₁₄H₁₃ClN₂O₄S
• Molecular Weight: 340.78
• Mol File: 2114-68-3.mol
• Article Data: 1

Chemical Properties

• Melting Point: 245-248 °C(lit.)
• Boiling Point: 592.5°C at 760 mmHg
• Flash Point: 312.1°C
• Appearance: /
• Density: 1.528g/cm³
• Vapor Pressure: 6.94E-15mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 2-BENZYLAMINO-4-CHLORO-5-SULFAMOYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BENZYLAMINO-4-CHLORO-5-SULFAMOYLBENZOIC ACID(2114-68-3)
• EPA Substance Registry System: 2-BENZYLAMINO-4-CHLORO-5-SULFAMOYLBENZOIC ACID(2114-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 2114-68-3(Hazardous Substances Data)

Usage

Description

2-Benzylamino-4-chloro-5-sulfamoylbenzoic acid, a sulfonamide derivative, is an organic compound with the molecular formula C13H11ClN2O3S. It is characterized by the presence of a benzylamine group, a chloro substituent, and a sulfamoyl group attached to a benzoic acid backbone. This versatile organic building block is widely utilized in the synthesis of various pharmaceuticals and other organic compounds due to its unique structural features and reactivity.

Uses

Used in Pharmaceutical Industry:
2-Benzylamino-4-chloro-5-sulfamoylbenzoic acid is used as an intermediate in the synthesis of various pharmaceuticals for its ability to be further functionalized and incorporated into complex molecular structures. Its unique combination of functional groups allows for the development of new drugs with potential applications in treating a range of medical conditions.
Used in Organic Synthesis:
In the field of organic synthesis, 2-benzylamino-4-chloro-5-sulfamoylbenzoic acid serves as a valuable building block for the creation of more complex organic molecules. Its reactive functional groups can be selectively modified or replaced to generate a diverse array of compounds with different properties and applications.
Used in Chemical Research:
This sulfonamide derivative is also employed in chemical research as a model compound for studying various reaction mechanisms and exploring new synthetic routes. Its unique structural features make it an interesting subject for understanding the reactivity and properties of related compounds.

InChI:InChI=1/C14H13ClN2O4S/c15-11-7-12(17-8-9-4-2-1-3-5-9)10(14(18)19)6-13(11)22(16,20)21/h1-7,17H,8H2,(H,18,19)(H2,16,20,21)

Upstream product

• 2736-23-4 2,4-dichloro-5-sulfamoylbenzoic acid 
• 100-46-9 benzylamine 

Downstream Products

• 23823-13-4 2-Benzylamino-4-chlor-5-sulfamoyl-benzoesaeure-<4-sulfamoyl-benzylamid> 
• 23823-14-5 2-Amino-4-chlor-5-sulfamoyl-benzoesaeure-<4-sulfamoyl-benzylamid> 

Relevant articles and documents

An analysis of spectroscopic, computational and biological activity studies of L-shaped sulfamoylbenzoic acid derivatives: A third order nonlinear optical material

The current article focuses mainly on investigation of structural, reactivity, topology studies, and third order nonlinear optical properties of the synthesized 2-(benzylamino)-4-chloro-5-sulfamoylbenzoic acid (BACSBA) with the aid of spectroscopic techniques and computational methods. The structure in the solid state was obtained unambiguously by SCXRD study that revealed that BACSBA has L-shaped structure stabilized by N–H?O intramolecular hydrogen bond. Further, the two dimensional sheet like architecture formation by linking of molecules via O–H?O and N–H?O hydrogen bonds, were visualized both qualitatively and quantitatively by Hirshfeld surface analysis. Also, a topological analysis made through Quantum Theory of Atoms In Molecules (QTAIM) highlights the observations N–H?O bonds on solid state. The quantum chemical calculation was performed at DFT/6–311++G (d,p) level of basis set. The analysis of each vibrational wave number was performed with the help of potential energy distribution (PED) using VEDA4 software and correlation with experimental data shows good concurrence. The reactive sites have been predicted and visualized by molecular electrostatic surface potential (MESP) and Fukui function calculation, together with hydrogen bond dissociation energy (H-BDE) for the BACSBA compound. Frontier molecular orbitals (FMO), global reactivity parameters, natural bond orbital analysis (NBO), localized orbital locator (LOL) and electron localization function (ELF) properties have also been studied for the titled compound. The super molecule (SM) approach with 372,680 atoms at the DFT/CAM-B3LYP/6–311++G (d,p) level was used for calculating the nonlinear optical properties of the crystal. The electrical parameters such as total dipole moment, average linear polarizability and average second IDRI hyperpolarizability were calculated. In addition, the linear refractive index and the nonlinear third order macroscopic susceptibility of the crystal was estimated as a function of the frequency of the applied electric field. The value of third order nonlinear susceptibility for the BACSBA crystal at 532 nm was found to be 45.57 times greatest than the experimentally measured result of organic crystal (2E)-1-(3-bromophenyl)-3-[4 (methylsulfanyl)phenyl]prop-2-en-1-one (3Br4MSP) demonstrating that BACSBA crystal could be a good potential candidate for nonlinear optical applications. In addition, the thermal stability was studied showing that the crystal as potential optical devices at temperature up to 234 °C. Furthermore, preliminary studies revealed that BACSBA compound displayed promising antifungal and antioxidant activities compared with the standard drugs.