6007-66-5

Usage

Uses

Used in Pharmaceutical Industry:
N-(2-Hydroxypropyl) thiomorpholine is used as an active ingredient in pharmaceuticals for its antimicrobial properties, helping to prevent the growth of harmful microorganisms and ensuring the safety and efficacy of the products.
Used in Adhesives and Plastics Industry:
N-(2-Hydroxypropyl) thiomorpholine is used as a component in the production of adhesives and plastics, enhancing their performance and durability.
Used in Personal Care Products:
N-(2-Hydroxypropyl) thiomorpholine is used as a preservative in personal care products, such as cosmetics and toiletries, to prevent microbial contamination and extend the shelf life of the products.
Used in Metalworking Fluids:
N-(2-Hydroxypropyl) thiomorpholine is used as a corrosion inhibitor in metalworking fluids, protecting metal surfaces from corrosion and wear during manufacturing processes.
Used in Rubber Production:
N-(2-Hydroxypropyl) thiomorpholine is used as a stabilizer in rubber production, improving the rubber's resistance to degradation and enhancing its overall performance.
Used in Chemical Synthesis:
N-(2-Hydroxypropyl) thiomorpholine is used as a building block in the synthesis of other chemicals, contributing to the development of new compounds with various applications across different industries.

InChI:InChI=1/C7H15NOS/c9-5-1-2-8-3-6-10-7-4-8/h9H,1-7H2

Upstream product

• 7617-64-3 bis(2-bromoethyl)sulfide 
• 156-87-6 propan-1-ol-3-amine 
• 123-90-0 Thiomorpholin 
• 107-18-6 allyl alcohol 

Relevant academic research and scientific papers

Manganese-Catalyzed Anti-Markovnikov Hydroamination of Allyl Alcohols via Hydrogen-Borrowing Catalysis

Controlling the selectivity in a hydroamination reaction is an extremely challenging yet highly desirable task for the diversification of amines. In this article, a selective formal anti-Markovnikov hydroamination of allyl alcohols is presented. It enables the versatile synthesis of valuable γ-amino alcohol building blocks. A phosphine-free Earth's abundant manganese(I) complex catalyzed the reaction under hydrogen-borrowing conditions. A vast range of aliphatic, aromatic amines, drug molecules, and natural product derivatives underwent successful hydroamination with primary and secondary allylic alcohols with excellent functional group tolerance (57 examples). The catalysis could be performed on a gram scale and has been applied for the synthesis of drug molecules. The mechanistic studies revealed the metal-ligand bifunctionality as well as hemilability of the ligand backbone as the key design principle for the success of this catalysis.

Iron-Catalyzed Anti-Markovnikov Hydroamination and Hydroamidation of Allylic Alcohols

Hydroamination allows for the direct access to synthetically important amines. Controlling the selectivity of the reaction with efficient, widely applicable, and economic catalysts remains challenging, however. This paper reports an iron-catalyzed formal anti-Markovnikov hydroamination and hydroamidation of allylic alcohols, which yields γ-amino and γ-amido alcohols, respectively. Homoallylic alcohol is also feasible. The catalytic system, consisting of a pincer Fe-PNP complex (1-4 mol %), a weak base, and a nonpolar solvent, features exclusive anti-Markovnikov selectivity, broad substrate scope (>70 examples), and good functional group tolerance. The reaction could be performed at gram scale and applied to the synthesis of drug molecules and heterocyclic compounds. When chiral substrates are used, the stereochemistry and enantiomeric excess are retained. Further application of the chemistry is seen in the functionalization of amino acids, natural products, and existing drugs. Mechanistic studies suggest that the reaction proceeds via two cooperating catalytic cycles, with the iron complex catalyzing a dehydrogenation/hydrogenation process while the amine substrate acts as an organocatalyst for the Michael addition step.