103975-92-4

Upstream product

• 87-13-8 diethyl 2-ethoxymethylenemalonate 
• 106-50-3 1,4-phenylenediamine 
• 78596-42-6 ethyl α-ethoxycarbonyl-β-(4-nitroanilino)acrylate 

Downstream Products

• 105168-86-3 C₁₉H₂₄N₄O₈ 
• 1222062-40-9 2-[(4-ethylaminophenylamino)methylene]malonic acid diethyl ester 
• 104007-17-2 2-[(4-diethylaminophenylamino)methylene]malonic acid diethyl ester 
• 127740-25-4 2-[(4-acetylaminophenylamino)methylene]malonic acid diethyl ester 

Relevant academic research and scientific papers

2,2-Bis(ethoxycarbonyl)vinyl (BECV) as a versatile amine protecting group for selective functional-group transformations

A 2,2-Bis(ethoxycarbonyl) vinyl- (BECV) group was used for the selective protection of amines at room temperature in the presence of potentially interfering functional groups such as OH, SH, COOH as well as other NH 2 groups. Several functional group transformations such as esterification, O-alkylation, O-acylation, N-alkylation, N-acylation, S-alkylation can selectively be carried out in the presence of the BECV group. The selective deprotection of the BECV group was achieved in a short time using ethylenediamine at room temperature while several other functional groups such as benzoate, aliphatic esters, amides and ethers remain intact. The BECV group shows orthogonal stability against the common protecting groups such as Fmoc, Cbz and Boc.

Quinone Imine Route to Benzimidazol-2-ylcarbamates. Part 3. Effect of Extension of Conjugation in the Quinone Imine.

5-Aminobenzimidazol-2-ylcarbamates (11) and (17), in which the amine is linked to position 3 of 1,2-benzisothiazole 1,1-dioxide have been synthesised in good yields from the guanidines (10) and (16) by oxidative cyclisation.The cyclisation is regiospecific.It is likely that quinone imines with extended conjugation are intermediates in this reaction.