61571-06-0

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
Tetrahydrothiopyran-3-carboxaldehyde serves as a key building block in the synthesis of various organic compounds. Its unique structure and reactivity make it valuable for creating new molecules with potential applications in drug development and crop protection, enhancing the therapeutic and agricultural offerings.
Used in Flavoring Agents for the Food and Beverage Industry:
Leveraging its characteristic pungent aroma, tetrahydrothiopyran-3-carboxaldehyde is employed as a flavoring agent. It adds a distinctive and robust scent to a range of food and beverage products, contributing to their overall sensory appeal and consumer experience.

InChI:InChI=1/C6H10OS/c7-4-6-2-1-3-8-5-6/h4,6H,1-3,5H2

Upstream product

• 30058-79-8 5,6-dihydro-2H-thiopyran-3-carboxaldehyde 

Downstream Products

• 1557245-66-5 3-((4-amino-1H-pyrazol-1-yl)(phenyl)methyl)tetrahydro-2H-thiopyran-1,1-dioxide 

Relevant academic research and scientific papers

Preparation method of 3-formyl tetrahydrothiapyran compound

The invention discloses a preparation method of a 3-formyl tetrahydrothiapyran compound, and relates to the technical field of organic synthesis, and the preparation method comprises the following steps: (1) carrying out a heating reflux reaction on sodium sulfide and 2-(2-bromoethyl)-1, 3-dioxane as shown in a formula II to obtain bis (3, 3-dimethoxypropyl) sulfane; (2) under an acidic condition, carrying out a heating reflux cyclization reaction on the bis (3, 3-dimethoxypropyl) sulfane in the step (1) and sulfuric acid to obtain 3-formyl-5, 6-dihydrothiapyran as shown in a formula IV; and (3) in the presence of a catalyst, catalyzing the 3-formyl-5, 6-dihydrothiapyran as shown in the formula IV under high pressure to obtain the 3-formyl tetrahydrothiapyran compound as shown in the formula I. The method has the advantages that the raw materials are easy to obtain, the operation is simple, and the highest yield can reach 92%.

INDOLE CARBOXAMIDES AS IKK2 INHIBITORS

The invention is directed to novel indole carboxamide compounds. Specifically, the invention is directed to compounds according to formula (I): wherein R1, R2, R3, R4, and m are as defined herein. The compounds of the invention are inhibitors of IKK2 and can be useful in the treatment of disorders associated with inappropriate IKK2 (also known as IKKβ) activity, such as rheumatoid arthritis, asthma, rhinitis, and COPD (chronic obstructive pulmonary disease). Accordingly, the invention is further directed to pharmaceutical compositions comprising a compound of the invention. The invention is still further directed to methods of inhibiting IKK2 activity and treatment of disorders associated therewith using a compound of the invention or a pharmaceutical composition comprising a compound of the invention.

Preparation of 3-formyltetrahydrothiopyrans

3-Formyltetrahydrothiopyrans are prepared by hydrogenating a 3-formyl-5,6-dihydro-2H-thiopyran in the presence of a catalyst containing nickel, cobalt, platinum, copper and/or silver; if necessary, the 3-formyl-5,6-dihydro-2H-thiopyrans are prepared by converting bis-(β-formylethyl) sulfides and/or 3-formyl-4-hydroxytetrahydrothiopyrans in the presence of an acidic catalyst, and, if required, these bis-(β-formylethyl) sulfides and/or 3-formyl-4-hydroxytetrahydrothiopyrans are prepared by reacting an acrolein with hydrogen sulfide (a) in the presence of a basic catalyst and of methylene chloride, aromatic hydrocarbons and/or 1,1,2-trichloroethane as solvents, and/or (b) in the presence of a carboxamide. The compounds obtainable by the process according to the invention are useful starting materials for the preparation of dyes, drugs and pesticides.