15563-40-3

Basic information

• Product Name: 1-(Thiobenzoyl)piperidine
• Synonyms: 1-(Phenylthioxomethyl)piperidine
• CAS NO: 15563-40-3
• Molecular Formula: C₁₂H₁₅NS
• Molecular Weight: 205.319200
• Mol File: 15563-40-3.mol
• Article Data: 36

Chemical Properties

• Melting Point: 63-64 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Boiling Point: 307.3 °C at 760 mmHg
• Flash Point: 139.6 °C
• Appearance: /
• Density: 1.125 g/cm³
• Vapor Pressure: 0.000732mmHg at 25°C
• Refractive Index: 1.613
• PKA: 1.35±0.20(Predicted)
• CAS DataBase Reference: 1-(Thiobenzoyl)piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(Thiobenzoyl)piperidine(15563-40-3)
• EPA Substance Registry System: 1-(Thiobenzoyl)piperidine(15563-40-3)

Safety Data

• Hazardous Substances Data: 15563-40-3(Hazardous Substances Data)

Usage

General Description

1-(Thiobenzoyl)piperidine is a chemical compound with the molecular formula C12H15NS. It is a piperidine derivative that contains a thiobenzoyl group attached to the piperidine ring. 1-(Thiobenzoyl)piperidine is used in organic synthesis and chemical research as a building block for the synthesis of various pharmaceuticals, agrochemicals, and other fine chemicals. It has potential applications in the development of new drugs and in the study of biological systems. 1-(Thiobenzoyl)piperidine is a white to off-white solid at room temperature and is typically stored and handled under strict safety protocols due to its potential hazards.

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

• 2227-79-4 benzenecarbothioamide 
• 110-89-4 piperidine 
• 463962-26-7 thiobenzoyl 2-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl)sulfide 
• 13522-38-8 thiobenzoic acid O-(4-nitrophenyl) ester 
• 98-88-4 benzoyl chloride 
• 103-82-2 phenylacetic acid 
• 2591-86-8 N-Formylpiperidine 
• 100-44-7 benzyl chloride 
• 942-91-6 Carboxymethyl dithiobenzoate 
• 102-96-5 (2-nitroethenyl)benzene 
• 100-51-6 benzyl alcohol 
• 100-46-9 benzylamine 
• 150-60-7 dibenzyl disulphide 
• 100-52-7 benzaldehyde 

Downstream Products

• 61135-82-8 1-(α-methylsulfanyl-benzylidene)-piperidinium; iodide 
• 99277-28-8 2-(1-piperidyl)benzaldoxime 
• 145930-96-7 (2-Oxo-2-phenyl-ethyl)-[1-phenyl-1-piperidin-1-yl-meth-(E)-ylidene]-sulfonium; bromide 
• 776-75-0 N-benzoylpiperidine 
• 725-12-2 2,5-bis-(phenyl)-1,3,4-oxadiazole 
• 56353-00-5 4-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine 
• 18233-24-4 2-(5-phenyl-1,3,4-oxadiazol-2-yl)phenol 
• 120290-19-9 1-(Methylsulfanyl-phenyl-methyl)-piperidine 
• 100-52-7 benzaldehyde 
• 489475-27-6 C₁₇H₁₆N₄O₂S₂ 
• 488832-69-5 elesclomol 
• 488832-78-6 2-isopropyl-N′¹,N′³-dimethyl-N′¹,N′³-bis(phenylcarbonothioyl)malonohydrazide 
• 488833-24-5 2,2-dimethyl-N′¹,N′³-diphenyl-N′¹,N′³-bis(phenylcarbonothioyl)malonohydrazide 
• 92989-03-2 thiobenzoic acid N-ethyl-hydrazide 

Relevant articles and documents

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.

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.

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.