125850-00-2

Upstream product

• 75-44-5 phosgene 
• 532-28-5 (RS)-mandelonitrile 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 143721-89-5 4,6-Dichloro-1-phenyl-2-oxa-5-aza-bicyclo[2.2.2]oct-5-en-3-one 
• 160921-46-0 7-chloro-6-phenyl-4H-<1,2,3>triazolo<5,1-c><1,4>oxazin-4-one 
• 163459-10-7 2,6-dichloro-3,4-bis(chloromethyl)-5-phenylpyridine 
• 197235-33-9 3-bromomethyl-2,6-dichloro-5-phenylpyridine 
• 282537-70-6 5-chloro-6-phenyl-2H-1,4-oxazin-2-one 
• 282537-68-2 5-chloro-3,6-diphenyl-2(H)-1,4-oxazin-2-one 
• 717134-06-0 5-chloro-3-methyl-6-phenyl-2(H)-1,4-oxazin-2-one 
• 779350-09-3 5-chloro-3-methoxy-6-phenyl-2(H)-1,4-oxazin-2-one 
• 779350-10-6 5-chloro-6-phenyl-3-phenylsulfenyl-2(H)-1,4-oxazin-2-one 

Relevant academic research and scientific papers

Investigation of the Diels-Alder cycloadditions of 2(H)-1,4-oxazin-2-ones

A variety of 5-chloro-2(H)-1,4-oxazin-2-ones bearing a range of substituents at their 3- and 6-positions undergo Diels-Alder cycloaddition as a 2-azadiene component with electron-rich, electron-deficient, and electron-neutral dienophiles. These reactions

2(H)-1,4-Oxazin-2-ones as ambident azadienes

3,5-Dichloro-6-phenyl-2(H)-1,4-oxazin-2-one 3, 5-chloro-3,6-dimethyl-2(H)- 1,4-oxazin-2-one 4, 5-chloro-6-methyl-3-phenyl-2(H)-1,4-oxazin-2-one 5 and 5-chloro-3,6-diphenyl-2(H)-1,4-oxazin-2-one 7, are ambident azadienes reacting efficiently and selectivel

Synthesis of new [1,2,3]triazoles and 1H-tetrazoles via reactions of 3,(5)-(Di)chloro-2H-1,4-(benz)oxazin-2-ones with diazocompounds or sodium azide

Treatment of 3,(5)-(di)chloro-2H-1,4-(benz)oxazin-2-ones with diazo compounds or sodium azide yields bi(tri)cyclic compounds which can be converted into [1,2,3]triazoles or 1,5-disubstituted tetrazoles via reactions with nucleophiles as methanol, water and amines.

A General Synthesis of 3,5-Dihalo-2H-1,4-oxazin-2-ones from Cyanohydrins

In a novel approach starting from O-trimethylsilyl protected or unprotected cyanohydrins and oxalyl chloride or bromide, a series of unknown 6-substituted 3,5-dihalo-2H-1,4-oxazin-2-ones were prepared.The method was shown to be efficient for various types of cyanohydrins; however cyclization was not obtained with cyanohydrins containing bulky substituents, electron-rich aryl or heteroaryl groups.A mechanism is proposed.

SYNTHESIS OF 3,5-DIHALOGENO-2H-1,4-OXAZIN-2-ONES FROM CYANOHYDRINES

The title compounds 4 were obtained on treatment of cyanohydrines 3 of aliphatic and aryl aldehydes with oxalyl chloride or bromide in chlorobenzene at 90 deg C.Evidence for their structure is given by their spectroscopic data and by the Diels Alder reaction of 4a and 4g with acetylenic dienophiles to yield substituted pyridines.Cycloaddition was also observed with ethene.