15563-40-3

Usage

Uses

Used in Pharmaceutical Industry:
1-(Thiobenzoyl)piperidine is used as a building block for the synthesis of various pharmaceuticals, contributing to the development of new drugs.
Used in Agrochemical Industry:
1-(Thiobenzoyl)piperidine is used as a building block for the synthesis of agrochemicals, aiding in the development of new products for agricultural applications.
Used in Chemical Research:
1-(Thiobenzoyl)piperidine is used as a research compound for studying biological systems and exploring its potential applications in various scientific fields.

InChI:InChI=1/C12H15NS/c14-12(11-7-3-1-4-8-11)13-9-5-2-6-10-13/h1,3-4,7-8H,2,5-6,9-10H2

Upstream product

• 110-89-4 piperidine 
• 13286-78-7 bis-benzoylmercapto-phenyl-methane 
• 100-52-7 benzaldehyde 
• 611-73-4 Benzoylformic acid 
• 65-85-0 benzoic acid 
• 13522-38-8 thiobenzoic acid O-(4-nitrophenyl) ester 
• 938-10-3 phenylsulfonyl azide 
• 39969-91-0 piperidinium dithiobenzoate 
• 100-46-9 benzylamine 
• 2591-86-8 N-Formylpiperidine 
• 100-44-7 benzyl chloride 
• 150-60-7 dibenzyl disulphide 
• 103-82-2 phenylacetic acid 
• 100-53-8 phenylmethanethiol 

Downstream Products

• 61135-82-8 1-(α-methylsulfanyl-benzylidene)-piperidinium; iodide 
• 99277-28-8 2-(1-piperidyl)benzaldoxime 
• 62019-78-7 1-(2,3,5-triphenyl-2,3-dihydro-[1,3,4]thiadiazol-2-yl)-piperidine 
• 76689-65-1 2-phenyl-5,5-dimethyl-1,3,4-thiadiazol-2-ine 
• 20605-40-7 thiobenzoylhydrazine 
• 14066-85-4 piperidine hydrobromide 
• 78344-55-5 9-acetyl-9a-hydroxy-2-phenyl<1.3.4>thiadiazino<6,5-b>indole 
• 78344-54-4 2-oxo-5'-phenylindoline-3-spiro-2'-(1',3',4'-thiadiazol-4'-ine) 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 1826-14-8 2,4-diphenylthiazole 
• 21048-05-5 N-methylbenzothiohydrazide 
• 51128-05-3 thiobenzoic acid N-phenyl-hydrazide 
• 92989-03-2 thiobenzoic acid N-ethyl-hydrazide 
• 488833-24-5 2,2-dimethyl-N′¹,N′³-diphenyl-N′¹,N′³-bis(phenylcarbonothioyl)malonohydrazide 

Relevant academic research and scientific papers

New direct synthesis of thioamides from carboxylic acids

The synthesis of a series of thiomides by a novel one-pot reaction between carboxylic acids and amines in the presence of O,O-diethyl dithiophosphoric acid (DDTPA) is described.

The effect of medium on rate and mechanism: Aminolysis of O-4-nitrophenyl thionobenzoate in MeCN and H2O

Pseudo-first-order rate constants (kobs) have been measured spectrophotometrically for reactions of O-4-nitrophenyl thionobenzoate (1) with a series of alicyclic secondary amines in MeCN and H2O at 25.0 ± 0.1 °C. The plot of kobs vs amine concentration exhibits an upward curvature in all cases, indicating that the reactions proceed through two tetrahedral intermediates (a zwitterionic T ± and its deprotonated anionic T-) regardless of the amine basicity and the nature of the reaction medium. However, all the amines investigated have been found to be much less reactive in MeCN than in H2O, although the amines are more basic in the former medium by 7-9 pKa units.

Cobalt(iii)-catalyzed C-H amidation of: N, N -dialkyl thiobenzamides by sulfur coordination

An efficient inexpensive cobalt(iii)-catalyzed intermolecular amidation of N,N-dialkyl thiobenzamides with 1,4,2-dioxazol-5-ones via C-H bond activation is described. The reaction proceeds with high functional group tolerance under external oxidant free conditions, providing a straightforward approach for the direct modification of thioamide derivatives, which are prevalent organic motifs found in vital biological and pharmaceutical molecules. This journal is

Transition-Metal-Free, General Construction of Thioamides from Chlorohydrocarbon, Amide and Elemental Sulfur

A general method for one-pot synthesis of thioamides is developed through a three-component reaction involving chlorohydrocarbon, amide and elemental sulfur. Such a strategy does not only avoid residual transition metal in the product but also prevent the generation of C?N coupling by-product. The latter is prone to be generated when alkane halide and amine are present. With the protocol proposed in this work, both alkyl and aryl thioamides can be obtained in moderate to excellent yields with a high tolerance of various functional groups. External oxidants are not required in the reaction. In addition, the reaction mechanisms are addressed using a combination of controlling experiments and quantum chemical calculations.

Metal-free three-component synthesis of thioamides from β-nitrostyrenes, amines and elemental sulfur

A metal-free C[dbnd]C bond cleavage reaction of β-nitrostyrenes in the presence of elemental sulfur and secondary amines/amides is described. Elemental sulfur serves as both a raw material and an oxidant for C[dbnd]C bond cleavage, and secondary amines or amides are both feasible nitrogen sources. Besides mild reaction condition and simple work-up procedure, the method provided thioamides with good to excellent yields.

Method for preparing aryl thioamide compound

The invention discloses a method for preparing an aryl thioamide compound. The method comprises the following steps: under the protection of inert gas, performing stirring to react for 6-12 hours at the reaction temperature of room temperature to 60 DEG C by taking aryl methanol as a substrate, sublimed sulfur as a sulfur source, an alkali metal complex formed by combining alkali metal salt and ligand as a catalyst, alkali as an accelerant, formamide as a solvent and an amine source; and carrying out post-treatment on the reaction product to obtain the aryl thioamide compound. According to theinvention, cheap and easily available aryl methanol is used as a substrate for three-component reaction to prepare the corresponding thioamide compound; the method for preparing the aryl thioamide compound has the technical advantages of simple technological process, high yield, less pollution, safety, environmental protection, greenness, mildness and the like.

Ruthenium(II)-catalyzed C-H arylation of N,N-dialkyl thiobenzamides with boronic acids by sulfur coordination in 2-MeTHF

We report ruthenium(II)-catalyzed ortho-C-H arylation of N,N-dialkylthiobenzamides with boronic acids. The method employs [RuCl2(p-cym)]2 in the presence of Cu(OTf)2 and Ag2O oxidant. The reaction represents the first example of Ru-catalyzed C-H arylation directed by sulfur-containing groups and a rare example of C-H arylation directed by the versatile thiobenzamide moiety. As a further advantage, the method is performed in sustainable and eco-friendly 2-MeTHF as a solvent.

PHOTOCATALYTIC SYSTEM AND APPLICATIONS THEREOF

The present invention relates to novel poly(heptazine imides), a photocatalytic system comprising such poly(heptazine imides) and a sulfur source as well as the application thereof in photocatalytic reactions.

Sulfur-Catalyzed Oxidative Coupling of Dibenzyl Disulfides with Amines: Access to Thioamides and Aza Heterocycles

In the presence of catalytic amounts of elemental sulfur, dibenzyl disulfide/DMSO was found to be an excellent thiobenzoylating agent of amines to provide a wide range of thioamides. The reaction becomes autocatalytic when anilines substituted by an o-cyclizable group were used as nucleophile, leading to the corresponding 2-aryl aza heterocycles. (Figure presented.).

Carbon nitride creates thioamides in high yields by the photocatalytic Kindler reaction

Potassium poly(heptazine imide), a carbon nitride based photocatalyst, effectively promotes the Kindler reaction of thioamide bond formation using amines and elemental sulfur as building blocks under visible light irradiation. The feasibility of the developed methodology was confirmed using 14 different primary and secondary amines, including substituted benzylamines and heterocyclic and aliphatic methylamines, which were successfully converted into thioamides with 68-92% isolated yields.