2-Amino-5-(cyanomethylsulfanyl)-1H-pyrroles from Propargylamines, Isothiocyanates and Bromoacetonitrile by One-Pot Synthetic Protocol was written by Tarasova, Olga A.;Nedolya, Nina A.;Albanov, Alexander I.;Trofimov, Boris A.. And the article was included in ChemistrySelect in 2020.Name: Isopropylisothiocyanate The following contents are mentioned in the article:
Tertiary propargylamines (such as N,N-dialkylpropargylamines, N-propargylpyrrolidine, -piperidine, and -morpholine) isothiocyanates and bromoacetonitrile was showned to be readily available building blocks for the highly selective one-pot construction of 1-substituted 2-amino-5-(cyanomethylsulfanyl)-1H-pyrroles I [R1 = Me, Et, cyclopentyl, etc; R2 = NMe2, NEt2, NPr2, etc.] in up to 92% yield. This highly efficient and operationally simple approach included the initial formation of lithium but-2-ynimidothioate (adduct of monolithiated propargylamine and isothiocyanate), its transformation into potassium buta-2,3-dienimidothioate under the action of the t-BuOK/DMSO system (through acetylene-allene isomerization and the exchange by cations), intramol. cyclization into potassium thienylamide (at â?5°C), followed by its re-cyclization into potassium pyrrolylsulfide at a higher temperature (45-60°C), and the final S-alkylation of the latter with bromoacetonitrile. This study involved multiple reactions and reactants, such as Isopropylisothiocyanate (cas: 2253-73-8Name: Isopropylisothiocyanate).
Isopropylisothiocyanate (cas: 2253-73-8) belongs to esters. Carboxylic acid esters of low molecular weight are colourless, volatile liquids with pleasant odours, slightly soluble in water. Esters are more polar than ethers but less polar than alcohols. They participate in hydrogen bonds as hydrogen-bond acceptors, but cannot act as hydrogen-bond donors, unlike their parent alcohols. This ability to participate in hydrogen bonding confers some water-solubility.Name: Isopropylisothiocyanate
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics