33554-30-2

Usage

Physical appearance

White to light yellow crystalline powder

Usage

Synthesis and production of pharmaceuticals, agrochemicals, and other organic compounds

Known use

Intermediate in manufacturing various drugs (antihistamines, sedative-hypnotic compounds), insecticides, and herbicides

Handling precautions

May pose health hazards if not handled properly

Upstream product

• 623-03-0 4-Cyanochlorobenzene 
• 124-68-5 2-Amino-2-methyl-1-propanol 
• 74-11-3 para-chlorobenzoic acid 
• 4231-70-3 p-chlorobenzoyl-1H-1,2,3-benzotriazole 
• 106-39-8 bromochlorobenzene 
• 25457-95-8 2-[(4-chlorobenzylidene)amino]-2-methylpropan-1-ol 
• 104-88-1 4-chlorobenzaldehyde 
• 30093-99-3 4,4-dimethyl-2-oxazoline 
• 52010-59-0 1-(4-chlorophenyl)-3,3-diethyltriaz-1-ene 
• 106-47-8 4-chloro-aniline 
• 122-01-0 4-chloro-benzoyl chloride 
• 27644-79-7 2-(4-chloro-phenyl)-4,4-dimethyl-oxazolidine 
• 33554-28-8 p-chloro-N-(2-hydroxy-1,1-dimethylethyl)-benzamide 

Downstream Products

• 56446-21-0 4,4-dimethyl-2-(4-chloro-2-iodophenyl)-2-oxazoline 
• 130131-82-7 Bis-[5-chloro-2-(4,4-dimethyl-4,5-dihydro-oxazol-2-yl)-phenyl]-methanone 
• 3457-46-3 4,4'-dichlorobenzil 
• 70097-47-1 5-chloro-2-(4,4-dimethyl-4,5-dihydro-1,3-oxazol-2-yl)benzaldehyde 
• 1252815-50-1 C₁₆H₁₅ClN₂O 
• 1252815-51-2 C₂₀H₁₇ClN₂O 

Relevant academic research and scientific papers

Palladium-catalyzed direct C2-arylation of azoles with aromatic triazenes

A highly efficient palladium-catalyzed arylation of azoles at the C2-position using 1-aryltriazenes as aryl reagents was developed. Azoles including oxazoles, thiazoles, imidazoles, 1,3,4-oxadiazoles, and oxazolines could react with 1-aryltriazenes smoothly to generate the corresponding products in good to excellent yields, and various substitution patterns were tolerated toward the reaction.

Aerobic C(sp2)-H Hydroxylations of 2-Aryloxazolines: Fast Access to Excited-State Intramolecular Proton Transfer (ESIPT)-Based Luminophores

The direct hydroxylation of 2-aryloxazolines via a deprotonative magnesiation using TMPMgCl·LiCl and subsequent oxidation with molecular oxygen or air as a green oxidant is reported. This method proceeds under mild conditions at room temperature with high regioselectivity and chemoselectivity. The obtained phenols exhibit tunable luminescence properties, induced by excited-state intramolecular proton transfer. This method opens a new opportunity for the sustainable synthesis of luminescent organic molecules.

Use of Hypervalent Iodine in the Synthesis of Isomeric Dihydrooxazoles

[Figure not available: see fulltext.] A convenient synthesis of 2- and/or 3-oxazolines has been developed depending on the structure and stereochemistry of the starting amino alcohol. PhI(OAc)2 acted as oxidant on the intermediate imine, as sup

Palladium-catalyzed electrophilic C–H fluorination of arenes using oxazoline as a removable directing group

Dimethyloxazoline was rationally designed to act as a removable ortho-directing group (DG) for the palladium-catalyzed C–H electrophilic fluorination of arenes. Using NFSI as the fluorinating agent, and Pd(II), Ag(I) catalytic system, electrophilic C(sp2–H) ortho-fluorination took place on a variety of aryl substrates to afford the corresponding mono- and di-fluorinated products.

Zincation of 4,4-dimethyloxazoline using TMPZnCl·LiCl. A new preparation of 2-aryloxazolines

The metalation of 4,4-dimethyloxazoline using TMPZnCl·LiCl provides a stable 2-zincated oxazolinyl reagent which readily undergoes palladium-catalyzed Negishi cross-couplings allowing a new access to 2-aryloxazolines. Cu-mediated acylation and allylation reactions also proceed in good yields. This journal is

Directed functionalization of halophenyl-2-oxazolines with TMPMgCl?LiCl

A variety of difunctionalized aryl-2-oxazolines were prepared from the reaction of halophenyl-2-oxazolines and TMPMgCl?LiCl to give an organomagnesium reagent, which was then treated with various electrophiles. The metalation step takes place under mild conditions, and this process al-lows for the isolation of the desired products in good yields. No isomeric or other benzyne-derived products were detected. The influence of the halogen substituents on the acidity of the aromatic hydrogen atoms was evaluated by using density functional theory (DFT) calculations.

Ortho-directed functionalization of arenes using magnesate bases

Ortho-directed functionalisation of arenes using lithium alkylmagnesate bases were achieved, demonstrating the potential use of arylmagnesates as suitable arylanions, without a further transmetallation step, for challenging functionalizations such as fluorination, hydroxylation, arylation, vinylation and alkylation through epoxide ring-opening.

NEW COMPOUNDS I/418

There is provided compounds of formula I, wherein R1 to R7 have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in particular atrial and ventricular arrhythmias.

A novel and chemoselective synthesis of 2-aryloxazolines and bis-oxazolines catalyzed by Bi(III) salts

Different arylnitriles react with β-aminoalcohols in the presence of catalytic amounts of Bi(III) salts such as Bi(TFA)3, Bi(OTf) 3 and BiOClO4·XH2O producing the corresponding 2-aryl-oxazolines in high yields. Selective synthesis of mono- and bis-oxazolines from dicyanobenzenes and selective conversion of arylnitriles to their 2-oxazolines in the presence of alkylnitriles can be considered as noteworthy advantages of this method. Georg Thieme Verlag Stuttgart.

Facile Syntheses of Oxazolines and Thiazolines with N-Acylbenzotriazoles under Microwave Irradiation

Microwave reactions of 2-amino-2-methyl-1-propanol (2) or 2-aminoethanethiol hydrochloride (4) with readily available N-acylbenzotriazoles 1a-j in the presence of SOCl2 produced 2-substituted 2-oxazolines 3a-j in 84-98% yields and 2-substituted