5067-90-3

Usage

Uses

Used in Organic Synthesis:
2-Chlorobenzoyl isothiocyanate is used as a reagent for the preparation of thioamides and thioesters, which are important intermediates in the synthesis of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-chlorobenzoyl isothiocyanate is utilized in the production of various drugs. Its reactivity allows for the synthesis of a wide range of pharmaceutical compounds with different therapeutic properties.
Used in Agrochemical Industry:
2-Chlorobenzoyl isothiocyanate is also employed in the agrochemical industry for the synthesis of various agrochemicals, such as pesticides and herbicides, which are essential for crop protection and agricultural productivity.
Used in Dye Industry:
In the dye industry, 2-chlorobenzoyl isothiocyanate is used for the production of dyes with specific color properties. Its chemical structure contributes to the development of dyes with unique characteristics and applications.
Safety Precautions:
CBIC is known to be a strong irritant and should be handled with caution. It can cause skin and eye irritation upon contact. To ensure safety, it is important to handle 2-CHLOROBENZOYL ISOTHIOCYANATE in a well-ventilated area or with proper personal protective equipment to avoid inhalation of its fumes.

InChI:InChI=1/C8H4ClNOS/c9-7-4-2-1-3-6(7)8(11)10-5-12/h1-4H

Upstream product

• 333-20-0 potassium thioacyanate 
• 609-65-4 o-chlorobenzoyl chloride 
• 1147550-11-5 ammonium thiocyanate 
• 118-91-2 ortho-chlorobenzoic acid 
• 540-72-7 sodium thiocyanide 

Downstream Products

• 127019-52-7 1-o-Chlorbenzoyl-2-thiobiuret 
• 124927-25-9 1-(1H-Benzoimidazol-2-yl)-3-(2-chloro-benzoyl)-thiourea 
• 56642-91-2 2-(o-Chlorobenzamide)benzimidazole 
• 112370-93-1 2-Chloro-N-[(2,2-dimethyl-4,6-dioxo-[1,3]dioxan-5-ylidene)-methylsulfanyl-methyl]-benzamide 
• 128530-42-7 1-(2-Chloro-benzoyl)-3-(5-chloro-thiazolo[5,4-b]pyridin-2-yl)-thiourea 
• 79225-80-2 1-(5-Benzyl-[1,3,4]thiadiazol-2-yl)-3-(2-chloro-benzoyl)-thiourea 
• 79225-82-4 1-(2-Chloro-benzoyl)-3-[5-(2-chloro-phenyl)-[1,3,4]thiadiazol-2-yl]-thiourea 
• 84762-42-5 1-[2-(2-Chloro-phenyl)-6-(4-chloro-phenyl)-4-thioxo-4H-[1,3]oxazin-5-yl]-ethanone 
• 112449-45-3 2-Chloro-N-(3-p-tolyl-ureidocarbothioyl)-benzamide 
• 153621-04-6 2-[3-(2-Chloro-benzoyl)-thioureido]-5-methylsulfanyl-1H-pyrrole-3,4-dicarboxylic acid diamide 
• 153938-92-2 S-<2-(N'-2-Chlorbenzoylthioureido)-3,4-dicarbamoylpyrrol-5-yl>thioessigsaeureethylester 
• 153938-94-4 S-<2-(N'-2-Chlorbenzoylthioureido)-3,4-dicarbamoylpyrrol-5-yl>thioessigsaeuremethylester 
• 80428-25-7 N-phenyl-N'-(2-chlorobenzoyl)thiourea 
• 84762-41-4 1-[2-(2-Chloro-phenyl)-6-phenyl-4-thioxo-4H-[1,3]oxazin-5-yl]-ethanone 

Relevant academic research and scientific papers

Design, green synthesis, molecular docking and anticancer evaluations of diazepam bearing sulfonamide moieties as VEGFR-2 inhibitors

Novel series of diazepam bearing sulfonamide moieties 5a-f and 7a-c were designed, synthesized and evaluated for anticancer activity against HepG2, HCT-116 and MCF-7 cell lines. MCF-7 was the most sensitive cell line to the influence

Intra- and intermolecular hydrogen bonding and conformation in 1-acyl thioureas: An experimental and theoretical approach on 1-(2-chlorobenzoyl)thiourea

The vibrational analysis (FT-IR and FT-Raman) for the new 1-(2-chlorobenzoyl)thiourea species suggests that strong intramolecular interactions affect the conformational properties. The X-ray structure determination corroborates that an intramolecular N-H?OC hydrogen bond occurs between the carbonyl (-CO) and thioamide (-NH2) groups. Moreover, periodic system electron density and topological analysis have been applied to characterize the intermolecular interactions in the crystal. Extended N-H?SC hydrogen-bonding networks between both the thioamide (N-H) and carbamide (NH2) groups and the thiocarbonyl bond (CS) determine the crystal packing. The Natural Bond Orbital (NBO) population analysis demonstrates that strong hyperconjugative remote interactions are responsible for both, intra and intermolecular interactions. The Atom in Molecule (AIM) results also show that the N-H?Cl intramolecular hydrogen bond between the 2-Cl-phenyl ring and the amide group characterized in the free molecule changes to an N?Cl interaction as a consequence of crystal packing.

Synthesis, characterization, X-ray crystal structure, DFT calculation and antibacterial activities of new vanadium(IV, V) complexes containing chelidamic acid and novel thiourea derivatives

Three new thiourea ligands derived from the condensation of aroyl- and aryl-isothiocyanate derivatives with 2,6-diaminopyridine, named 1,1′-(pyridine-2,6-diyl)bis(3-(benzoyl)thiourea) (L1), 1,1′-(pyridine-2,6-diyl)bis(3-(2-chlorobenzoyl)thiourea) (L2) and

Straightforward synthesis of 2-chloro-N-(5-(cyanomethyl)-1,3,4-thiadiazol-2-yl)benzamide as a precursor for synthesis of novel heterocyclic compounds with insecticidal activity

The current work is devoted to the synthesis of 2-chloro-N-(5-(cyanomethyl)-1,3,4-thiadiazol-2-yl)benzamide 5 by an efficient synthetic methodology. The authors decided to exploit the reactivity of cyanomethylene functionality to construct new heterocycle

Phase-transfer-catalyzed synthesis of N-aryl-N'-(2-chlorobenzoyl)-thiourea derivatives

Reaction of aromatic amines with 2-chlorobenzoyl chloride and ammonium thiocyanate under the condition of solid-liquid phase-transfer catalysis using polyethylene glycol-400 (PEG-400) as the catalyst yielded N-aryl-N'-(2-chlorobenzoyl)thioureas 3a-3j in g

Design and synthesis of novel thiourea metal complexes with controllable antibacterial properties

A new bidentate O,S donor thiourea ligand (L1), namely N-(2-hydroxyethyl)-N′-2-chlorobenzoylthiourea, and its oxazolidine derivative (L2) were synthesized. Derivative L2 was used for the preparation of Ni(L2)2 and Cu(L2)2 complexes. The compounds were investigated using X-ray crystallography and Fourier transform infrared, 1H NMR and UV–visible spectroscopies. Single-crystal X-ray analysis showed strong hydrogen bonding interactions between carbonyl oxygen and N(10) ─ H in the L1 ligand. In addition, the antibacterial activities of these compounds were evaluated against Gram-positive and Gram-negative bacteria, measured using the colony count method. The Cu(L2)2 complex exhibited a significant antibacterial activity while the activity of the other compounds was much lower. Finally, the relationship between the structure and antibacterial properties of these compounds was investigated using highest occupied and lowest unoccupied molecular orbital energies calculated by density functional theory method based on the 6-31G*/LANL2DZ basis set.

Mononuclear copper(i) complexes of triphenylphosphine and: N, N ′-disubstituted thioureas as potential DNA binding chemotherapeutics

In this work, nine new mixed-ligand complexes with the general formula [CuBr(TPP)2Tu1-9] were synthesized. The copper(i) complexes of triphenylphosphine (TPP) and different N,N′-disubstituted thioureas (Tu) were characterized via spectroscopic techniques including Fourier transform infrared spectroscopy (FTIR), nuclear magnetic resonance spectroscopy (1H, 13C, and 31P NMR), and single-crystal X-ray diffraction (SC-XRD). The complexes were synthesized via the direct reaction of bromo(tris(triphenylphosphine)copper(i)) [BrCu(PPh3)3] precursor and thiourea ligand solution under ambient conditions. Complexes 1, 2 and 3 crystallized in a triclinic system with the P1 space group. Each complex is mononuclear, and the copper atom is tetrahedrally attached to two TPP groups through the phosphorous atom, one thiourea molecule through the sulfur atom and one bromine atom. The synthesized compounds were docked with a DNA macromolecule to predict their binding site and it was found that all molecules showed favorable binding to the DNA minor grooves. The DNA interaction studies of the representative complexes demonstrated their efficient DNA binding affinities. Based on the docking and DNA interaction results, complex 7 was found to be the best binder with a docking affinity of 382.2 kJ mol-1 and binding constant of 3.96 × 104 M-1. This compound tends to interact with the minor groove through the bromine atom positioning the side triphenylphosphine rings along the X-axis of the groove while keeping the 1-(2-chlorobenzyl)-3-(3-(trifluoromethyl)phenyl)thiourea ring on the outside.

Synthesis, kinetics and biological assay of some novel aryl bis-thioureas: A potential drug candidates for Alzheimer's disease

A new series of bis-thioureas (4a-4j) was synthesized and characterized through spectroscopic and elemental analysis. The synthesized compounds 4a-4j were subjected to acetylcholinesterase enzyme (AChE) inhibition activity and free radical scavenging activity. The results of AChE inhibition assay were found to be active in inhibiting the target enzyme with different IC50 values. Among all derivatives, the 4 g showed highly potent inhibition potential against AChE enzyme with IC50 value of 0.1761±0.00768 μM, which is several times better than the reference inhibitor neostigmine methylsulfate IC50 2.469±0.069 μM. The initial structure-activity relationship (SAR) of 4 g revealed dual hydrogen bonding ability (donor and acceptor). Moreover, the electronic environment around the aromatic ring also greatly influenced the enzyme inhibition of AChE. To further explore the newly synthesized AChE inhibitors, kinetic studies were carried out to determine the mode of inhibition and it was found to be competitive inhibition. Pharmacokinetic predictions (ADMET parameters) were also evaluated and compounds showed good lead-like potential with little hepatotoxic and no skin-sensitive effects. The molecular docking studies delineated the binding affinity of the ligands with target protein and showed docking scores in the range of -10.3 to -7.6 kcal/mol.

A PROCESS FOR PREPARING 2-CHLORO-N-{[4-(PYRIMIDIN-2-YLSULFAMOYL)PHENYL] CARBAMOTHIOYL} BENZAMIDE AND THE PHARMACEUTICAL UTILITY THEREOF

Disclosed is a process for preparing 2-chloro-N-{[4-(pyrimidin-2-ylsulfamoyl)phenyl] carbamothioyl} benzamide (compound 2c).

Synthesis and Spectral Characterization of New 2-(5-Aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-dione Derivatives

Abstract: A series of novel 2-(5-aryl-4H-1,2,4-triazol-3-yl)-1H-isoindole-1,3(2H)-diones were synthesized in three steps. In the first step, treatment of substituted benzoyl chlorides with ammonium thiocyanate gave the corresponding benzoyl isothiocyanate