23062-75-1

Usage

InChI:InChI=1/C10H11NS/c1-8-7-11-10(12-8)9-5-3-2-4-6-9/h2-6,8H,7H2,1H3

Upstream product

• 130012-62-3 N-prop-2-enylbenzocarbothioamide 
• 93424-16-9 N-benzyl N-propenyl-1 thiobenzamide 
• 23054-66-2 N-(2-hydroxypropyl)benzamide 
• 100-52-7 benzaldehyde 
• 10283-95-1 N-allylbenzamide 
• 93424-04-5 N-benzyl N-(propenyl-1) orthophenyl benzamide 
• 92877-45-7 N-(2-Hydroxy-propyl)-thiobenzamide 
• 133523-82-7 2-phenyl-5-((phenylselanyl)methyl)-4,5-dihydrothiazole 
• 2403-33-0 2-bromopropylamine hydrobromide 
• 2227-79-4 benzenecarbothioamide 
• 860523-40-6 N-(2-bromo-propyl)-benzamide 

Downstream Products

• 86674-60-4 2-amino-1-methylethanesulfonic acid 
• 65-85-0 benzoic acid 

Relevant academic research and scientific papers

Divergent regioselectivity in photoredox-catalyzed hydrofunctionalization reactions of unsaturated amides and thioamides

A direct method to construct 2-oxazolines and 2-thiazolines from corresponding allylic amides and thioamides is reported. The redox-neutral intramolecular hydrofunctionalization is enabled by a dual catalyst system comprised of 9-mesityl-N-methyl acridini

Fluoroalkanosulfonyl fluorides-mediated cyclodehydration of β-hydroxy sulfonamides and β-hydroxy thioamides to the corresponding aziridines and thiazolines

An efficient method for the fluoroalkanosulfonyl fluoride-induced cyclodehydration of β-hydroxy sulfonamides and β-hydroxy thioamides to the corresponding aziridines and thiazolines is reported. Mild reaction conditions, operational simplicity, and high y

Sulfur-containing heterocycles derived by reaction of N-thioacylamino alcohols with Lawesson's reagent and saponification of N-thioacylamino esters

The treatment of 2-N-thioacylamino alcohols (1) with Lawesson's reagent [LR: 2,4-bis(p-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide] afforded the sulfur-containing heterocycles, 1,3-thiazolines (2) in moderate to good yields, exclusively. The sa

Reaction of (1,ω)-N-Acylamino Alcohols with Lawesson's Reagent: Synthesis of Sulfur-Containing Heterocycles

Lawesson's reagent [LR: 2,4-bis(p-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide] is shown to be a valuable reagent for the ready access of sulfur-containing heterocycles: thiazolines 2 starting from the (1,2)-N-acylamino alcohols 1 and benzothiazines 14 from [2-(N-acylamino)phenyl]alkanols 12. Treatment of (1,2)-N-acylamino secondary alcohols 1a-p with LR gave the thiazolines 2a-p via direct conversion of the alcohols to the respective thiols, and the subsequent thionation of the amide carbonyl, followed by cyclization with the elimination of hydrogen sulfide. However, reaction of (1,2)-N-acylamino tertiary alcohols 1q-u with LR yielded the dehydration products 5-7 and 9. Treatment of [2-(N-acylamino)phenyl]alkanols 12a-f with a molar equivalent of LR yielded the 3,1-benzothiazines 14a-f. In this reaction, the [2-(N-acylamino)phenyl]alkanethiols 13a-e were isolated when the corresponding alcohols 12a-e were treated with 0.5 equiv of LR. Further thionation of 13c with LR also gave 3,1-benzothiazine 14c.

Organoselenium- and Proton-Mediated Cyclization Reactions of Allylic Amides and Thioamides. Syntheses of 2-Oxazolines and 2-Thiazolines

A variety of allylic amides and thioamides were treated with phenylselenenyl bromide in chloroform to give, via 5-exo cyclization, 2-oxazolines and 2-thiazolines, respectively, carrying a (phenylselenenyl)methyl substituent in the 5-position.In some cases (N-crotyl- and N-cinnamylamides/thioamides), dihydro-1,3-oxazines/-thiazines were formed via 6-endo cyclization.The phenylselenenyl group of the cyclofunctionalization products was slowly eliminated by treatment with m-chloroperbenzoic acid to introduce unsaturation in the resulting oxazoline/thiazoline.Reductive removal of the phenylselenenyl group was effected by treatment with triphenyltin hydride.This reaction was sometimes accompanied by a rearrangement of the heterocyclic ring.Proton-induced cyclizations of allylic thioamides to give 2-thiazolines was slowly but efficiently effected in boiling toluene containing a catalytic amount of p-toluenesulfonic acid.

Research on radioprotective agents: Δ-2 Thiazolines and homologous derivatives

Compounds derived from Δ-2 thiazoline, Δ-2 thiazolinium iodoalkylate and 4,5-dihydro-1,3 thiazine have been prepared and evaluated as potential antiradiation agents in mice. They generally have a low toxicity and significant radioprotective activity.

ETUDE COMPARATIVE DE LA PHOTOREACTIVITE D'ENAMIDES ET DE THIOENAMIDS AROMATIQUES TERTIAIRES

Photolytic reactions of some simple aromatic enamides and thioenamides illustrate a novel example of the dramatic difference in the photochemical behaviour of carbonyl and thiocarbonyl compounds.In contrast with their oxo-analogues which are photoconverted into enaminoketones, thioenamides undergo photochemical cyclization to yield isoquinolinethione derivatives which can be easily convered into isoquinolones and tetrahydroisoquinolines.

Thioenamide Photochemistry

In contrast with their oxo-analogues, thioenamides undergo photochemical cyclization to yield isoquinolinethione derivatives which are easily converted into isoquinolones and tetrahydroisoquinolines by treatment with benzeneseleninic anhydride and EtO3BF4