22928-91-2

Basic information

• Product Name: ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate
• Synonyms: ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate
• CAS NO: 22928-91-2
• Molecular Weight: 180.206
• Mol File: 22928-91-2.mol

Chemical Properties

• CAS DataBase Reference: ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate(22928-91-2)
• EPA Substance Registry System: ethyl 5-methyl-1H-1,2-diazepine-1-carboxylate(22928-91-2)

Safety Data

• Hazardous Substances Data: 22928-91-2(Hazardous Substances Data)

Upstream product

• 22928-85-4 4-Methyl-1-ethoxycarbonyliminopyridiniumylid 

Downstream Products

• 87951-48-2 <7α,8α>-5,8-Dimethyl-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carboxamid 
• 87958-17-6 5-Methyl-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carboxamid 
• 61767-22-4 <7α,8α>-5-Methyl-8-(4-nitrophenylacetylamino)-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carbonsaeure-ethylester 
• 61767-18-8 2-<(<7α,8α>-2-Ethoxycarbonyl-5-methyl-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-8-yl)aminocarbonyl>benzoesaeure 
• 87951-23-3 <7α,8α>-5-Methyl-8-(4-nitrobenzylidenamino)-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carbonsaeure-ethylester 
• 61767-23-5 <7α,8α>-5-Methyl-9-oxo-8-phenoxyacetylamino-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carbonsaeure-ethylester 
• 61767-21-3 <7α,8α>-5-Methyl-9-oxo-8-phenylacetylamino-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carbonsaeure-ethylester 
• 88366-00-1 (7α,8α)-N-5,8-Trimethyl-9-oxo-1,2-diazabicyclo<5.2.0>nona-3,5-dien-2-carboxamid 
• 102860-70-8 2-Methyl-3,6,7-triaza-tricyclo[3.3.0.0^2,4]octane-3,6,7-tricarboxylic acid 7-benzyl ester 3,6-diethyl ester 
• 102846-02-6 2-Methyl-3-oxa-6,7-diaza-tricyclo[3.3.0.0^2,4]octane-6,7-dicarboxylic acid 7-benzyl ester 6-ethyl ester 
• 102846-00-4 6-Methyl-2,3-diaza-bicyclo[3.2.0]hept-6-ene-2,3-dicarboxylic acid 3-benzyl ester 2-ethyl ester 
• 87951-49-3 5-Methyl-1H-1,2-diazepin-1-carboxamid 
• 144584-58-7 N'-[(Z)-3-[3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-isoxazol-4-yl]-but-2-en-(E)-ylidene]-hydrazinecarboxylic acid ethyl ester 
• 144584-57-6 3-(3,5-Dichloro-2,4,6-trimethyl-phenyl)-6b-methyl-3a,3b,6a,6b-tetrahydro-1-oxa-2,4,5-triaza-cyclobutadicyclopentene-4-carboxylic acid ethyl ester 

Relevant articles and documents

Stereospecific Synthesis of 2-Oxazinyl-4-oxoazetidinecarbamates Starting from a 1,2-Diazephine. A New Type of Intramolecular Transbenzoylation

Azetidinodiazepines 4b and 4c react with acylnitroso dienophiles 5a-c, specifically from their convexe α-side, but in a non-regiospecific way, leading thereby stereospecifically to the expected adducts 6a-d and 7a-d.The three-dimensional structures of 6a and 7a were determined by X-ray analyses which corroborated their NMR data.OsO4 cis-glycolization occured in good yield with the inverse adducts 7a and 7e and led to the rearranged products 10.These latter ones result from an intramolecular N- to O-transbenzoylation of the short-lived intermediates 9 followed by fragmentation of the aminal function.X-Ray analysis of 7a showed the N(10) atom to be pyramidal, a result which demonstrates that it does not have any pronounced benzamide character; otherwise no such N- to O-transbenzoylation would have taken place.Structure and relative configuration of 10a were ascertained by X-ray analysis which confirmed its NMR data as well as the stereochemical outcome of its formation.

1,3-CYCLOADDITION OF BENZONITRILE OXIDES TO DIAZEPINES. I. 1-ETHOXYCARBONYL-5-METHYL-1,2-DIAZEPINE

Stable aryl nitrile oxides (1a-e) and 1-ethoxycarbonyl-5-methyl-1,2-diazepine (2) undergo 1,3-cycloaddition reactions to give isomeric 1,2,4-oxadiazole (3), 4,5-dihydroisoxazole (4) and isoxazole (5) derivatives, the first one being in any case the most abundant product.Overall kinetics were measured at temperatures in the range 50-90 deg C, in 1,1,2,2-tetrachloroethane and mixtures of the latter with DMF; rate coefficients for the parallel reactions were, thus, obtained.Substituent and solvent effects are discussed.