69973-67-7

Basic information

• Product Name: Methanone, (4-methyl-2-phenyl-5-thiazolyl)phenyl-
• CAS NO: 69973-67-7
• Molecular Formula: C17H13NOS
• Molecular Weight: 279.362
• Mol File: 69973-67-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Methanone, (4-methyl-2-phenyl-5-thiazolyl)phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, (4-methyl-2-phenyl-5-thiazolyl)phenyl-(69973-67-7)
• EPA Substance Registry System: Methanone, (4-methyl-2-phenyl-5-thiazolyl)phenyl-(69973-67-7)

Safety Data

• Hazardous Substances Data: 69973-67-7(Hazardous Substances Data)

Upstream product

• 55-21-0 benzamide 
• 2227-79-4 benzenecarbothioamide 
• 93-91-4 1-phenylbutan-1,3-dione 
• 100-46-9 benzylamine 
• 56570-39-9 (2Z)-3-(benzylamino)-1-phenylbut-2-en-1-one 
• 98732-87-7 E-3-Oxo-1-phenyl-1-butenylphosphonsaeurediethylester 
• 54001-18-2 4-methyl-2-phenyl-thiazole-5-carbonyl chloride 
• 71-43-2 benzene 

Downstream Products

• 69973-82-6 2,6-diphenyl-selenolo[3,4-d]thiazole 
• 69973-77-9 2,6-diphenyl-thieno[3,4-d]thiazole 
• 69973-72-4 (4-bromomethyl-2-phenyl-thiazol-5-yl)-phenyl-methanone 

Relevant articles and documents

An efficient, one-pot, regioselective synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles under solvent-free conditions

In this article, we present an efficient, one-pot regioselective approach towards the synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles obtained during the reaction of α-bromo-1,3-diketones generated in situ by triturating unsymmetrical 1,3-diketones with N-bromosuccinimide, with various thioamides under solvent-free conditions. This environmentally benign protocol showed large functional group tolerance, resulted in the exclusive formation of a single isomer, out of the two possible regioisomers in admirable yields. The structure of the isomeric thiazole was assigned unambiguously on the basis of multinuclear NMR [(1H-13C) HMBC, (1H-13C) HMQC, (1H-15N) HMBC] and X-ray crystallographic studies. The entire protocol is ecologically desirable as it employs no organic solvent.

Dialkyl (1,2-Epoxy-3-oxoalkyl)phosphonates as Synthons for Heterocyclic Carbonyl Compounds: Synthesis of Acyl-Substituted Thiazoles, Indolizines, Imidazopyridines and Imidazopyrimidines

Dialkyl phosphonates (1) react with H2O2/Na2CO3 to give the corresponding trans-1,2-epoxy derivatives 2.These, on reaction with thioamides 4-7, afford (1-hydroxy-1-thiazolylalkyl)phosphonates 8-11, with ethyl α-pyridylacetate (indolizinylalkyl)phosphonates 19, with 2-aminopyridine (imidazopyridinylalkyl)phosphonates 20 (together with the α-amino compounds 22) and with 2-aminopyrimidine the (imidazopyrimidinylalkyl)phosphonates 21.On treatment with alkali or by pyrolysis the (1-hetaryl-1-hydroxyalkyl)phosphonates 9-11 and 19-21 yield the corresponding acyl-substituted heterocycles (thiazoles 13-15 and bicyclic acyl compounds 23-25). - The structure of the bicyclic derivatives 19-25 is assigned from the considerable deshielding of their 5-H NMR signals caused by the electron-rich substituents in peri-3-position.Condensation of the epoxyketones 2 with cytosine results in the isomeric (imidazopyrimidinylalkyl)phosphonates 27 and 28, which can be cleaved to the corresponding aldehydes 29 and 30, respectively.