705-69-1

Basic information

• Product Name: 4-Chlorophenyldithiocarbamic acid methyl ester
• Synonyms: 4-Chlorophenyldithiocarbamic acid methyl ester;p-Chlorophenyldithiocarbamic acid methyl ester
• CAS NO: 705-69-1
• Molecular Formula: C₈H₈ClNS₂
• Molecular Weight: 217.7388
• Mol File: 705-69-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 307.8°Cat760mmHg
• Flash Point: 140°C
• Appearance: /
• Density: 1.393g/cm³
• Vapor Pressure: 0.000708mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 4-Chlorophenyldithiocarbamic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorophenyldithiocarbamic acid methyl ester(705-69-1)
• EPA Substance Registry System: 4-Chlorophenyldithiocarbamic acid methyl ester(705-69-1)

Safety Data

• Hazardous Substances Data: 705-69-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C8H8ClNS2/c1-12-8(11)10-7-4-2-6(9)3-5-7/h2-5H,1H3,(H,10,11)

Upstream product

• 74-88-4 methyl iodide 
• 75-15-0 carbon disulfide 
• 106-47-8 4-chloro-aniline 
• 77-78-1 dimethyl sulfate 
• 89913-67-7 4-chlorophenyldithiocarbamate sodium salt 

Downstream Products

• 27143-76-6 1-(4-chlorophenyl)-1H-tetrazole-5(4H)-thione 
• 127933-29-3 2,2'-bis(4-chlorophenylamino)-5,5'(6,6')-bibenzimidazole 
• 111423-08-6 3-(4-chlorophenyl)-2-thioxo-2,3,5,6,7,8-hexahydro-1H-benzo[4,5]thieno[2,3-d]-pyrimidin-4-one 
• 111423-04-2 5-(4-Chloro-phenyl)-1-phenyl-6-thioxo-1,5,6,7-tetrahydro-pyrazolo[3,4-d]pyrimidin-4-one 
• 127933-21-5 2,2'-bis(4-chlorophenylamino)-6,6'-bibenzoxazole 
• 22453-87-8 3,3'-Bis(4-chlorophenyl)-4,4'-dioxo-2,2'-dithioxo-1,1',2,2',3,3',4,4'-octahydro-6,6'-biquinazoline 
• 130878-46-5 3,3'-Bis(4-chlorophenyl)-2,2',4,4'-tetraoxo-1,1',2,2',3,3',4,4'-octahydro-6,6'-biquinazoline 
• 136353-44-1 3-Benzyl-2-[(Z)-4-chloro-phenylimino]-6-methyl-2,3-dihydro-6H-thiazolo[4,5-d]pyridazin-7-one 
• 136353-52-1 3-Benzyl-2-[(E)-4-chloro-phenylimino]-5-phenyl-3,5-dihydro-2H-thiazolo[4,5-d]pyridazin-4-one 
• 111423-26-8 3-(4-Chloro-phenyl)-5,6,7,8-tetrahydro-1H-benzo[4,5]thieno[2,3-d]pyrimidine-2,4-dione 
• 111423-24-6 2-(4-Chloro-phenylamino)-5,6,7,8-tetrahydro-benzo[4,5]thieno[2,3-d][1,3]oxazin-4-one 
• 111423-12-2 6-(4-Chloro-phenylamino)-1-phenyl-1H-pyrazolo[3,4-d][1,3]oxazin-4-one 
• 111423-17-7 5-(4-Chloro-phenyl)-1-phenyl-1,7-dihydro-pyrazolo[3,4-d]pyrimidine-4,6-dione 
• 2131-55-7 4-Chlorophenyl isothiocyanate 

Relevant articles and documents

Anti-HIV and Antibacterial Activities of Novel 2-(3-Substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones

Abstract: In the present study, we have synthesized a series of novel 2-(3-substituted-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-diones by the reaction of 3-(substituted)-2-hydrazino-quinazoline-4(3H)-ones with phthalic anhydride. The starting material 3-(substituted)-2-hydrazino-quinazolin-4(3H)-ones were synthesized from various primary amines. All the synthesized compounds were screened for their antitubercular, anti-HIV and antibacterial activity against different gram positive and gram negative strains by agar dilution method. Among the test compounds, 2-(3-(4-chlorophenyl)-4-oxo-3,4-dihydroquinazolin-2-yl)-2,3-dihydrophthalazine-1,4-dione (QCT7) shown most potent antibacterial activity against E. coli, and S. aureus with the MIC of 3 μg/mL. The compound QCT7 exhibited the antitubercular activity with the MIC of 25 μg/mL and anti-HIV activity with the EC50 of 43.68 μM against HIV1 and HIV2 and offers potential lead for further optimization and development to new antitubercular and anti-HIV agents. The results obtained from this study confirm that the synthesized and biologically evaluated quinazolines showed promising antimicrobial, antitubercular and anti-HIV activities and are new scaffolds for antimicrobial activity.

Antimicrobial activities of some synthesized 1-(3-(2-methylphenyl)-4-Oxo-3H-quinazolin-2-yl-4-(substituted)thiosemicarbazide derivatives

The substituted thiosemicarbazide moiety was placed at the C-2 position and 2-methylphenyl group at N-3 position of quinazoline ring and obtained compounds were tested for their antitubercular activities and antibacterial activities against selected gram-positive and gram-negative bacteria. The target compounds 1-(3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl)-4-(substituted) thiosemicarbazides were obtained by the reaction of 2-hydrazino-3-(2-methylphenyl) quinazolin-4(3H)-one with different dithiocarbamic acid methyl ester derivatives. All synthesized compounds were also screened for their antimicrobial activity against selective gram-positive and gram-negative bacteria by agar dilution method. Among the series, 1-[3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl]-4-[4-chlorophenyl]-thiosemicarbazide exhibited the most potent activity against S. typhi, E. coli, and B. subtilis, while 1-[3-(2-methylphenyl)-4-oxo-3H-quinazolin-2-yl]-4-[4-nitrophenyl]-thiosemicarbazide was the most potent against E. coli, B. subtilis, P. aeruginosa, S. typhi, and S. flexneri. These two compounds exhibited the antitubercular activity at the minimum concentration (3 μg/mL) that offered potential for further optimization and development of new antitubercular agents. The obtained results demonstrated promising antimicrobial and antitubercular activities of the synthesized quinazoline compounds which could be used as new scaffolds for improving their antimicrobial activity.

A mild radical method for the dimerization of dithiocarbamates

A general, practical, and efficient method for the dimerization of dithiocarbamates has been developed that can be used to prepare the corresponding bis(1-arylimino-1-alkyl/ arylthiomethyl) disulfides with dilauroyl peroxide (DLP) as mild oxidant. Notably, a lauroyl radical, rather than an undecyl radical, was established as the radical hydrogen-ab- stractor during the dimerization process. The amount of DLP impacts the dimerization yield, with 50 mol-% DLP giving the disulfides in the highest yields. The use of an excess of DLP generates the undecyl radical, which decomposes the disulfides rapidly to the corresponding isothiocyanates.