Author: tianli

Smolobochkin, Andrey V. published the artcileAcid-catalyzed reaction of phenols with N-(4,4-diethoxybutyl)sulfonamides – a new method for the synthesis of 2-aryl-1-sulfonylpyrrolidines, Recommanded Product: 4,4-Diethoxybutan-1-amine, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2017), 53(2), 161-166, database is CAplus.

A new method for the synthesis of 2-aryl-1-sulfonylpyrrolidines I (R = Me, Et, Ph, p-tolyl; R¹ = 5-chloro-2,4-dihydroxyphenyl, 2-hydroxynaphthalen-1-yl, 2,7-dihydroxynaphthalen-1-yl) on the basis of reactions between various phenols ArH and N-(4,4-diethoxybutyl)sulfonamides RS(O)₂NH(CH₂)₃CH(OEt)₂ in the presence of trifluoroacetic acid has been developed.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C10H16O2, Recommanded Product: 4,4-Diethoxybutan-1-amine.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, Andrey V. published the artcileCyclization of 1-(4,4-diethoxybutyl)-3-arylureas: a case study, Synthetic Route of 6346-09-4, the publication is Monatshefte fuer Chemie (2018), 149(3), 535-541, database is CAplus.

The study on the reaction of (4,4-diethoxybutyl)ureas with nucleophilic aromatics was reported herein. It was found that the structure of the products mainly depends on the strength of the acid used as catalyst as well as aromatic nucleophile nature and its concentration Either 2-arylpyrrolidines e.g., (R,S)-2,2′-(4,6-Dihydroxy-5-methyl-1,3-phenylene)bis[N-(naphthalen-1-yl)pyrrolidine-1-carboxamide], diarylbutanes, 1-[4,4-Bis(5-chloro-2,4-dihydroxyphenyl)butyl]-3-(naphthalen-1-yl)urea, bispyrrole derivatives, N-(Naphthalen-1-yl)-4-[1-(naphthalen-1-ylcarbamoyl)pyrrolidin-2-yl]-2,3-dihydro-1H-pyrrole-1-carboxamide, or pyrrolidinequinazolinones can be synthesized via variation of these factors. The proposed mechanism of the reaction is discussed.

Monatshefte fuer Chemie published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C10H11NO4, Synthetic Route of 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, Andrey published the artcileSynthesis of novel 2-(het)arylpyrrolidine derivatives and evaluation of their anticancer and anti-biofilm activity, Quality Control of 6346-09-4, the publication is Molecules (2019), 24(17), 3086pp., database is CAplus and MEDLINE.

A library of novel 2-(het)arylpyrrolidine-1-carboxamides I [R = H, n-hexyl, 4-MeOC₆H₄, etc.; Ar = 4-hydroxy-6-methyl-pyran-2-one-3-yl, 4-hydroxycoumarin-3-yl, 1,3-benzodioxol-5-ol-6-yl, 6-chloro-4-((4-yl-3-hydroxyphenyl)amino)-5-nitrobenzo[c][1,2,5]oxadiazole 1-oxide] was obtained via a modular approach based on the intramol. cyclization/Mannich-type reaction of N-(4,4-diethoxybutyl)ureas. Their anti-cancer activities both in vitro and in vivo were tested. The in vitro activity of some compounds toward M-Hela tumor cell lines was twice that of reference drug tamoxifen, whereas cytotoxicity toward normal Chang liver cell did not exceed tamoxifen toxicity. In vivo studies showed that the number of surviving animals on day 60 of observation was up to 83% and increased life span (ILS) was up to 447%. Addnl., some pyrrolidine-1-carboxamides possessing a benzofuroxan moiety obtained were found to effectively suppress bacterial biofilm growth. Thus, these compounds were promising candidates for further development both as anti-cancer and anti-bacterial agents.

Molecules published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C21H37BO, Quality Control of 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileSynthesis of novel 2-arylpyrrolidines by the reaction of 1-(4,4-diethoxybutyl)urea with resorcinols, Name: 4,4-Diethoxybutan-1-amine, the publication is Russian Chemical Bulletin (2014), 63(1), 284-285, database is CAplus.

Reaction of 1-(4,4-diethoxybutyl)urea with resorcinol, 2-methylresorcinol, and pyrogallol in chloroform in the presence of trifluoroacetic acid affords new 2,2′-(1,3-phenylene)bis(pyrrolidine-1-carboxamides).

Russian Chemical Bulletin published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C24H29N5O3, Name: 4,4-Diethoxybutan-1-amine.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileSynthesis of (E)-4-(4-chlorobenzylidene)-3,4-dihydro-2H-pyrrole-based pyrrolinium salts, Synthetic Route of 6346-09-4, the publication is Russian Chemical Bulletin (2020), 69(2), 382-385, database is CAplus.

Pyrrolinium salts containing 3-arylidene fragment were obtained. Their synthesis is based on the reaction of (E)-4-(4-chlorobenzylidene)-3,4-dihydro-2H-pyrrole with various bromo-alkanes. Structures of the obtained compounds were confirmed by a set of physico-chem. anal. methods.

Russian Chemical Bulletin published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C9H9ClO4, Synthetic Route of 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileInteraction of 1,1′-(hexane-1,6-diyl)bis[3-(4,4-diethoxybutyl)urea] with resorcinol derivatives. Synthesis of bisarylpyrrolidines, Quality Control of 6346-09-4, the publication is Russian Journal of General Chemistry (2015), 85(2), 517-519, database is CAplus.

In this letter to the editor, the synthesis of 2-aryl-pyrrolidines from 1,1′-(hexane-1,6-diyl)bis[3-(4,4-diethoxybutyl)urea] with resorcinol derivatives is presented. Of note, when chloroform, benzene or acetone solvents were used with trifluoroacetic acid catalyst, complex mixtures of polymers were formed. However, using water in diluted sulfuric acid presented the desired products.

Russian Journal of General Chemistry published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C4H3Cl2N3, Quality Control of 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileSynthesis of functionalized diarylbutane derivatives by the reaction of 2-methylresorcinol with γ-ureidoacetals, Recommanded Product: 4,4-Diethoxybutan-1-amine, the publication is Russian Journal of General Chemistry (2015), 85(7), 1779-1782, database is CAplus.

The synthesis of the target compounds was achieved by a reaction of N-(4,4-diethoxybutyl)urea derivatives (urea acetals) with 2-methyl-1,3-benzenediol (methylresorcinol, phenol derivative). The title compounds thus formed included N-[4-bis(2,4-dihydroxy-3-methylphenyl)butyl]urea derivatives A reaction of N-(4,4-diethoxybutyl)-N’,N’-dimethylurea with 2-naphthalenol (phenol analog) gave N,N-dimethyl-N’-[3-(14H-dibenzo[a,j]xanthen-14-yl)propyl]urea.

Russian Journal of General Chemistry published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C17H14F3N3O2S, Recommanded Product: 4,4-Diethoxybutan-1-amine.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileCyclization of 1-(4,4-diethoxybutyl)-3-aryl(thio)ureas to 2-arylpyrrolidines and 2,3′-bipyrrole derivatives, Quality Control of 6346-09-4, the publication is Russian Chemical Bulletin (2016), 65(3), 731-734, database is CAplus.

A reaction of 1-(4,4-diethoxybutyl)-3-phenylthiourea with resorcinol, 2-methylresorcinol, pyrogallol and hydroquinone in chloroform in the presence of trifluoroacetic acid leading to 2-aryl-1-(N-phenylcarbamothioyl)pyrrolidines I [R = H, Me, OH] and II has been described. The compounds such as 1-(4,4-diethoxybutyl)-3-aryl(thio)ureas R¹NHC(X)NH(CH₂)₃CH(OC₂H₅)₂ [R¹ = C₆H₅, 4-H₃COC₆H₄, 4-BrC₆H₄; X = O, S] in the presence of an acid catalyst undergo intramol. cyclization and dimerization with the formation of 1,1′-bis(N-arylcarbamo(thio)yl)-2,3′-bipyrrole derivatives III.

Russian Chemical Bulletin published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C18H26ClN3O, Quality Control of 6346-09-4.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V. published the artcileTandem intramolecular cyclisation/1,3-aryl shift in N-(4,4-diethoxybutyl)-1-arylmethanimines (Kazan reaction): synthesis of 3-benzylidene-1-pyrrolines, Application of 4,4-Diethoxybutan-1-amine, the publication is RSC Advances (2017), 7(80), 50955-50960, database is CAplus.

In this article, a novel tandem reaction, which transformed N-(4,4-diethoxybutyl)imines into 3-arylidene-1-pyrrolines, was described. The substrate scope of the starting acetals included arenes with electron-donating and withdrawing groups. The X-ray study of products confirmed the E-stereochem. of the double bonds formed. The best yields (99%) were found in boiling xylene in the presence of TsOH (or 2-nitroresocinol) during 40 (50) hours. The study of substituents effect on the course of the reaction revealed that cascade process took place, combining acid-catalyzed intramol. cyclization of N-(4,4-diethoxybutyl)imines and unusual 1,3-sigmatropic shift of the aryl fragment. Cyclic imines that were formed in high/excellent yields were of interest both from the viewpoint of their biol. activity and synthetic usefulness.

RSC Advances published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C6H12N2O, Application of 4,4-Diethoxybutan-1-amine.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Bogdanov, A. V. published the artcileSynthesis of New (2-Acetamido)phenylglyoxylamides Containing an Acetal Fragment, Application of 4,4-Diethoxybutan-1-amine, the publication is Russian Journal of Organic Chemistry (2019), 55(1), 121-123, database is CAplus.

Mild opening of the five-membered ring in 1-acetylisatins by the action of an equimolar amount of 4,4-diethoxybutan-1-amine afforded 2-(2-acetamidophenyl)-N-(4,4-diethoxybutyl)-2-oxoacetamides in almost quant. yield.

Russian Journal of Organic Chemistry published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Application of 4,4-Diethoxybutan-1-amine.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts