2621-84-3

Usage

InChI:InChI=1/C9H10N2O4/c1-2-15-9(12)10-7-5-3-4-6-8(7)11(13)14/h3-6H,2H2,1H3,(H,10,12)

Upstream product

• 33348-83-3 2-nitro-benzoic acid bromoamide 
• 141-52-6 sodium ethanolate 
• 101-99-5 N-carboethoxyaniline 
• 88-74-4 2-nitro-aniline 
• 817-87-8 ethyl azidocarbonate 
• 98-95-3 nitrobenzene 
• 64-17-5 ethanol 
• 3320-86-3 2-nitrophenyl isocyanate 
• 63451-02-5 (2-nitro-phenyl)-carbamoyl chloride 

Downstream Products

• 34840-27-2 2-[(Ethoxycarbonyl)amino]aniline 
• 17433-94-2 4-(2-nitrophenyl)semicarbazide 
• 35411-68-8 ethyl N-(2,4-dinitrophenylcarbamate) 
• 84202-53-9 4-ethoxycarbonylamino-3-nitrobenzene-N,N-dimethylsulfonamide 
• 84202-54-0 4-ethoxycarbonylamino-3-nitrobenzene-N-t-butylsulfonamide 
• 5042-33-1 sodium salt of 4-amino-3-nitrobenzenesulfonic acid 
• 6268-35-5 ethyl N-(2,4,6-trinitrophenyl)carbamate 
• 615-16-7 1,3-dihydro-2H-benzimidazol-2-one 
• 84202-48-2 ethyl<(4-chlorosulfonyl-2-nitro)phenyl>carbamate 
• 88-74-4 2-nitro-aniline 
• 13201-86-0 N-(2-nitrophenyl)-N'-(2'-nitrophenyl)urea 
• 59277-09-7 (4-Nitro-benzyl)-(2-nitro-phenyl)-carbamic acid ethyl ester 

Relevant academic research and scientific papers

Synthetic method of copper-catalyzed protective o-nitroaniline compounds

The invention discloses a synthetic method of copper-catalyzed protective o-nitroaniline compounds. The method comprises steps as follows: (1), protective phenylamine compounds serving as raw materials, oxidizing gas serving as an oxidant, any one of copp

A Comparison of the Reactions of Some Ethyl N-Arylcarbamates with Those of the Corresponding Acetanilides. I. Nitration

The reactions of some ethyl N-arylcarbamates and of the corresponding acetanilides towards 1 equiv. of sodium nitrate in concentrated sulfuric acid at 0-5 deg have been compared with one another and have been found to exhibit significant differences.Except in the case of the unsubstituted analogues, nitration of the carbamates was found to occur significantly more quickly than that of the acetanilides as shown by (i) a representative competitive nitration, and (ii) the fact the carbamates containing a nitro group are nitrated smoothly whereas the corresponding nitroacetanilides are slow to react.On the basis of competitive reactions, it is suggested that this difference in reactivity is due to steric factors.

Electrophilic Aromatic N-Substitution by Ethoxycarbonylnitrenium Ion generated from Ethyl Azidoformate in the Presence of Trifluoroacetic Acid

Thermal reactions of ethyl azidoformate with aromatic compounds in the presence of trifluoroacetic acid (TFA) gave ethyl N-arylcarbamates.Toluene, nitrobenzene, or naphthalene was selectively attacked on the ortho- and para-positions, on the ortho- and meta-positions, or in the 1- and 2-positions, respectively.The yields were ca. twice as high as those for thermolysis ( a nitrene-azepine route) in the absence of TFA with the subsequent addition of TFA at room temperature.The positional selectivities for toluene and naphthalene were lower for the former thermolysis than for the latter.The reactivity of cyclohexane or toluene relative to benzene was greater in the latter thermolysis than the former.A Hammett plot with ρ - 1.7 was obtained for the formation of ethyl N-arylcarbamates in the former thermolysis in TFA-nitrobenzene (8:2 v/v); the value was more negative than that (-1.32) for the disappearance of substituted benzenes in the reaction with ethoxycarbonylnitrene.The results suggest that the thermolysis in the presence of TFA involves an electrophilic aromatic N-substitution by ethoxycarbonylnitrenium ion.

Electrophilic Aromatic Substitution by Ethoxycarbonylnitrenium Ion. Reactions of Ethyl Azidoformate with Aromatics in the Presence of Trifluoroacetic Acid

Electrophilic aromatic substitution by ethoxycarbonylnitrenium ion occurs in reactions of ethyl azidoformate with aromatics in the presence of trifluoroacetic acid, giving ethyl n-arylcarbamates.