33842-02-3 Usage
Description
(Dichloromethylene)dimethylammonium chloride, also known as Vilsmeier reagent, is a light yellow crystalline powder that serves as a versatile chemical reagent in various organic synthesis processes. It is formed by the reaction of dimethylamine with phosphoryl chloride and is known for its ability to introduce amide chloride groups into activated substrates.
Uses
Used in Organic Synthesis:
(Dichloromethylene)dimethylammonium chloride is used as a building block in organic synthesis for its ability to introduce amide chloride groups into activated substrates, which is crucial in the formation of various complex organic molecules.
Used in Chlorination Processes:
As a chlorinating agent, (Dichloromethylene)dimethylammonium chloride is used to introduce amide chloride groups into activated substrates, making it a valuable tool in the synthesis of a wide range of chemical compounds.
Used in Pharmaceutical Industry:
(Dichloromethylene)dimethylammonium chloride is used as a reagent in the synthesis of selenourea and (R)-2-(2-chloroethyl)pyrrolidine-1-carboxylic acid ethyl ester, which are important compounds in the pharmaceutical industry.
Used in the Synthesis of 12-Deoxychlorovulone II Analogs:
In the field of organic chemistry, (Dichloromethylene)dimethyliminium chloride has been used in the synthesis of 12-deoxychlorovulone II analogs via chloride nucleophilic substitution reaction catalyzed by Viehe's salt, showcasing its utility in creating complex molecular structures.
General Description:
(Dichloromethylene)dimethyliminium chloride, commonly referred to as Vilsmeier reagent, reacts with o-acetaminophenols under Meth-Cohn conditions to yield 2-formylpyrido[2,1-b]benzoxazoles, further demonstrating its versatility in organic synthesis and its potential applications in various industries.
Check Digit Verification of cas no
The CAS Registry Mumber 33842-02-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,8,4 and 2 respectively; the second part has 2 digits, 0 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 33842-02:
(7*3)+(6*3)+(5*8)+(4*4)+(3*2)+(2*0)+(1*2)=103
103 % 10 = 3
So 33842-02-3 is a valid CAS Registry Number.
InChI:InChI=1/C3H6Cl2N.ClH/c1-6(2)3(4)5;/h1-2H3;1H/q+1;/p-1
33842-02-3Relevant articles and documents
Synthesis, crystal structure, cytotoxicity and evaluation of the 6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carbaldehydes for inhibitory effect against protein kinases (VEGFR-2 and EGFR) and cyclooxygenase-2 (COX-2) activities
Choong, Yee Siew,Lerooibaaki, Sharon T.,Maluleka, Marole M.,Mphahlele, Malose J.
, (2020)
The 2-aryl-8-bromo-6-oxo-6H-pyrrolo[3,2,1-ij]quinoline-5-carbaldehydes 2a–e were prepared and their structure characterised using a combination of NMR (1H- & 13C-), infrared and mass spectroscopic techniques. Their structure and geometry were also confirmed in the solid state by means of single crystal X-ray diffraction method. The compounds were evaluated for cytotoxicity in vitro against the human MCF-7 and MDA-MB-231 breast cancer cell lines as well for toxicity against the human embryonic kidney derived Hek293-T cell line. Preliminary apoptotic assay using DNA laddering assay revealed that these compounds have potential to induce apoptosis in the MCF-7 cell line. Compounds 2c and 2d were also found to exhibit increased inhibitory activity against vascular endothelial growth factor receptor-2 (VEGFR-2) tyrosine kinase and significant interruption of cyclooxygenase-2 (COX-2) activity.
A Convenient Laboratory Preparation of N,N-Dimethyldichloro-methylene-iminium Chloride (Phosgene-iminium Chloride)
Vilkas, Michel,Qasmi, Driss
, p. 2769 - 2773 (2007/10/02)
A method of preparation of the title compound 1a avoiding the use of gaseous chlorine is described.Tetramethylthiuram disulfide 4 is oxidized with sulfuryl chloride to dimethylthiocarbamoyl chloride 5, which is converted to 1a by means of phosphorus pentachloride.
ADDITION AT THE C=N BOND IN KETENE IMINES. REACTION OF DIPHENYLKETENE N-(p-TOLYL)IMINE WITH N,N-DIMETHYLDICHLOROMETHYLENEAMMONIUM CHLORIDE
Mironova, D. F.,Vykhrestyuk, N. I.,Kukhar', V. P.
, p. 242 - 245 (2007/10/02)
Electrophilic addition to arylketene imines at the C=N bond is described for the reaction of diphenylketene N-(p-tolyl)imine with N,N-dimethyldichloromethyleneammonium chloride.Chlorinating characteristics were found in the complex of N,N-dimethyldichloromethyleneammonium chloride with chlorine.
