79835-12-4

Usage

InChI:InChI=1/C10H9NO4/c1-6(13)11-8-3-10-9(14-5-15-10)2-7(8)4-12/h2-4H,5H2,1H3,(H,11,13)

Upstream product

• 712-97-0 6-nitro-1,3-benzodioxole-5-carbaldehyde 
• 57492-77-0 7-benzoylamino-6-methyl-[1,3]dioxolo[4,5-g]quinazolinium betaine 
• 109-73-9 N-butylamine 
• 108-24-7 acetic anhydride 
• 23126-68-3 6-amino-benzo[1,3]dioxole-5-carbaldehyde 
• 6639-66-3 6-{(E)-[(4-methylphenyl)imino]methyl}-1,3-benzodioxol-5-amine 

Downstream Products

• 114284-73-0 Diethyl-(7-phenoxy-[1,3]dioxolo[4,5-g]quinolin-6-yl)-amine 
• 114284-70-7 Diethyl-(7-phenyl-[1,3]dioxolo[4,5-g]quinolin-6-yl)-amine 

Relevant academic research and scientific papers

Furan ring opening-indole ring closure: Synthesis of furo[2′, 3′:3,4]-cycloheota[1,2-b]indolium chlorides

A new synthetic approach to furo[2′,3′:3,4]cyclohepta[1,2-b] indolium chlorides is elaborated starting from 2-acetylaminoaryldifurylmethanes or 2-aminoaryldifurylmethanes under treatment with methanolic HCl solution. The reaction proceeds in three steps: recyclization, intramolecular cyclization, and disproportionation. In this case the furan ring takes part in building up both pyrrole and seven-membered rings. The same salts can be obtained directly from 2-acetylaminobenzaldehydes and 2-methylfuran under similar conditions without isolation of corresponding 2-acetylaminoaryldifurylmethanes.

ELECTRON DEFICIENT HETEROAROMATIC AMMONIOAMIDATES, XIX. N-(3-QUINAZOLINIO)AMIDATES, VII. THE PHOTOCHEMISTRY OF N-(3-QUINAZOLINIO)AMIDATES IN THE PRESENCE OF AMINES AND OF ACETAMIDE

Irradiation by Pyrex-filtered light of the quinazolinioamidates 1c-1f and of the dimers 2a and 2b in butylamine, of compound 2b in benzylamine and morpholine, and in the presence of acetamide in dioxane or dichloromethane, as well as of the adducts 5a and 5b in dichloromethane leads to complex mixtures of Type 6-16 products.While the compounds 6-9 are the products of Type II cleavage processes of the Type 3-5 adducts, the parent quinazolines 12 are formed from the amidates 1 themselves, amides 14 being the co-products in both cases.Compound 10a is formed by deacetylation of 9a during work-up, while compound 11b is a secondary photosubstitution product of 12b by the solvent dioxane.At least part of the compounds 13, 15 and 16 is the result of dark reactions.