(2-Chlorophenyl)phenyldichloromethane
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(2-Chlorophenyl)phenyldichloromethane

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(2-Chlorophenyl)phenyldichloromethane is an intermediate used in the preparation of 2-chlorotrityl chloride resins. (2-Chlorophenyl)phenyldichloromethane is an impurity of the antifungal agent Clotrimazole.

Category
Others
Catalog number
BAT-008975
CAS number
3509-85-1
Molecular Formula
C13H9Cl3
Molecular Weight
271.57
(2-Chlorophenyl)phenyldichloromethane
IUPAC Name
1-chloro-2-[dichloro(phenyl)methyl]benzene
Synonyms
1-chloro-2-[dichloro(phenyl)methyl]benzene
Appearance
Oily
Purity
> 95%
Density
1.3±0.1 g/cm3
Boiling Point
359.1±37.0 °C at 760 mmHg
InChI
InChI=1S/C13H9Cl3/c14-12-9-5-4-8-11(12)13(15,16)10-6-2-1-3-7-10/h1-9H
InChI Key
PHRLCYSMTGTXMM-UHFFFAOYSA-N
Canonical SMILES
C1=CC=C(C=C1)C(C2=CC=CC=C2Cl)(Cl)Cl
1. Synthesis and Aminomethylation of 2-Amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile N-Methylmorpholinium Salt
A O Kurskova, V V Dotsenko, K A Frolov, N A Aksenov, I V Aksenova, B S Krivokolysko, A A Peresypkina, E A Chigorina, S G Krivokolysko Russ J Gen Chem. 2022;92(5):779-790. doi: 10.1134/S1070363222050061. Epub 2022 Jun 14.
Sequential reaction of 2-chlorobenzaldehyde, cyanothioacetamide, and malononitrile dimer in the presence of an excess of N-methylmorpholine resulted in the formation of N-methylmorphlinium salt of 2-amino-4-(2-chlorophenyl)-6-(dicyanomethyl)-1,4-dihydropyridine-3,5-dicarbonitrile. The resulting salt reacts under Mannich conditions with primary amines and an excess of formaldehyde to form substituted 2-alkylamino-4-(dicyanomethylene)-3,7-diazabicyclo[3.3.1]non-2-ene-1,5-dicarbonitriles. Structure of the key compound was confirmed by single crystal X-ray diffraction analysis.
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