35388-38-6

Basic information

• Product Name: 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene
• Synonyms: 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene
• CAS NO: 35388-38-6
• Molecular Weight: 251.239
• Mol File: 35388-38-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene(35388-38-6)
• EPA Substance Registry System: 2-(4-methoxyphenyl)-1-nitro-1-ethoxycarbonylethene(35388-38-6)

Safety Data

• Hazardous Substances Data: 35388-38-6(Hazardous Substances Data)

Upstream product

• 626-35-7 nitroacetic acid ethyl ester 
• 2186-92-7 p-Anisaldehyde dimethyl acetal 
• 123-11-5 4-methoxy-benzaldehyde 
• 24393-56-4 ethyl p-methoxycinnamate 

Downstream Products

• 1127300-16-6 ethyl 3-(4-methoxyphenyl)-2-nitro-3-(1H-pyrrol-2-yl)propanoate 
• 1206899-36-6 C₁₅H₁₈N₂O₇ 
• 1206899-33-3 ethyl 3-(4-methoxyphenyl)-2-nitro-3-(N-phthalimido)propanoate 
• 61924-67-2 ethyl 2-nitro-3-(4-methoxyphenyl)propionate 
• 55895-90-4 (±)-ethyl 2-amino-3-(4-methoxyphenyl)propanoate 

Relevant articles and documents

Synthesis of unnatural α-amino esters using ethyl nitroacetate and condensation or cycloaddition reactions

We report here on the use of ethyl nitroacetate as a glycine template to produce α-amino esters. This started with a study of its condensation with various arylacetals to give ethyl 3-aryl-2-nitroacrylates followed by a reduction (NaBH4 and then zinc/HCl) into α-amino esters. The scope of this method was explored as well as an alternative with arylacylals instead. We also focused on various [2 + 3] cycloadditions, one leading to a spiroacetal, which led to the undesired ethyl 5-(benzamidomethyl)isoxazole-3-carboxylate. The addition of ethyl nitroacetate on a 5-methylene-4,5-dihydrooxazole using cerium(IV) ammonium nitrate was also explored and the synthesis of other oxazole-bearing α-amino esters was achieved using gold(I) chemistry.

Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)ethenes

Reactions of 1-amino-2-nitroguanidine with 2-aryl(hetaryl)-1-nitro-1-ethoxycarbonyl(benzoyl)-ethenes proceed via initial formation the aza-Michael product, are accompanied by liberation of nitroacetic ester (or nitroacetophenone), and result in N-aryl(het

A facile synthesis of spiroisoxazolines: Intramolecular cyclization of 3-aryl-2-nitroacrylates promoted by titanium tetrachloride

Titanium tetrachloride-induced cyclization of 3-(o- or m-substituted p- methoxyphenyl)-2-nitro acrylates (1) provided stereoselectively (4α,5β)-1- oxa-2-azaspiro[4, 5]deca-2,6,9-trien-8-ones (2). Ortho-substituted p- methoxyphenyl nitroacrylates gave 2 in good yield. 3-(4'-methoxy-1'- naphthyl)-2-nitroacrylate also reacted with titanium tetrachloride to give quantitatively (4α,5β)-4'-oxospiro[isoxazole(4H)5,1'(4'H)-naphthatene]. 3- (10'-methoxy-9'-anthryl)-2-nitroacrylate was converted to 10- oxospiro[anthracene-(10H)9,5'(4'H)-isoxazole].