6967-89-1

Basic information

• Product Name: NAPHTHALENE-2-CARBOTHIOAMIDE
• Synonyms: NAPHTHALENE-2-CARBOTHIOAMIDE;Naphthalene-2-thiocarboxamide, 97%;2-Naphthalenecarbothioamide;2-Thionaphthamide;2-Thionaphthylamide
• CAS NO: 6967-89-1
• Molecular Formula: C₁₁H₉NS
• Molecular Weight: 187.26
• Mol File: 6967-89-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 150-152°C
• Boiling Point: 360.3°C at 760 mmHg
• Flash Point: 171.7°C
• Appearance: /
• Density: 1.247
• Vapor Pressure: 2.25E-05mmHg at 25°C
• Refractive Index: 1.735
• CAS DataBase Reference: NAPHTHALENE-2-CARBOTHIOAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: NAPHTHALENE-2-CARBOTHIOAMIDE(6967-89-1)
• EPA Substance Registry System: NAPHTHALENE-2-CARBOTHIOAMIDE(6967-89-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: S36/37:Wear suitable protective clothing and gloves.
• RIDADR: UN2811
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 6967-89-1(Hazardous Substances Data)

Usage

General Description

Naphthalene-2-carbothioamide, also known as 2-naphthylcarbamothioic acid, is a chemical compound that belongs to the class of organic compounds known as naphthylcarbamothioic acids. It is a yellow crystalline solid commonly used in the production of dyes, pigments, and pharmaceuticals. Naphthalene-2-carbothioamide has insecticidal properties and is often used as a moth repellent in products such as mothballs. It is also used in the synthesis of various other chemical compounds and is considered to have low toxicity to humans. However, inhalation of its fumes can cause respiratory irritation and it should be handled with care in a well-ventilated area.

InChI:InChI=1/C11H9NS/c12-11(13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H,(H2,12,13)

Upstream product

• 613-46-7 2-naphthalenecarbonitrile 
• 66-99-9 β-naphthaldehyde 
• 93-09-4 naphthalene-2-carboxylate 
• 2243-83-6 2-naphthaloyl chloride 
• 2243-82-5 2-naphthamide 
• 20893-80-5 naphthalene-2-diazonium chloride 

Downstream Products

• 1215309-94-6 C₁₈H₁₃NO₃S 
• 1215309-95-7 C₁₈H₁₃ClOS 
• 1215309-93-5 S-benzyl naphthalene-2-carbothioate 
• 613-46-7 2-naphthalenecarbonitrile 
• 2468-83-9 5-cyclohexylimino-2-naphthalen-2-yl-thiazol-4-one 
• 1747-74-6 2-naphthalen-2-yl-5-phenylimino-thiazol-4-one 
• 6114-93-8 5-benzylidene-2-naphthalen-2-yl-thiazol-4-one 
• 7783-06-4 hydrogen sulfide 
• 2018-90-8 naphthalen-2-ylmethylamine 
• 23821-84-3 (2-naphthalen-2-yl-4-phenyl-thiazol-5-yl)-acetic acid 
• 94878-50-9 5-benzyl-2-naphthalen-2-yl-[1,3]thiazine-4,6-dione 

Relevant articles and documents

Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions

Aerobic visible-light induced intermolecular S?N bond construction has been achieved without the addition of photosensitizer, metal, or base. With this strategy, 1,2,4-thiadiazoles can be obtained from thioamides. Preliminary mechanistic investigation suggested that the excited state of thioamides undergoes a single-electron-transfer (SET) process to afford thioamidyl radicals, which can be further transformed into a 1,2,4-thiadiazole through desulfurization and oxidative cyclization. The reaction has good functional group tolerance and represents a green method for the construction of S?N bonds.

Synthesis of imidazo[1,2-: C] thiazoles through Pd-catalyzed bicyclization of tert-butyl isonitrile with thioamides

Building new biological molecules is challenging. Herein, imidazo[1,2-c]thiazoles were synthesized as a new class of heterobicyclic analogs through Pd-catalyzed cascade bicyclization from isonitriles with thioamides. The bicyclic scaffolds were constructed by inserting three molecules of isonitrile into two molecules of thioamide and then cyclizing them in a one-pot procedure. In vitro antitumor studies of these new compounds were conducted by using the MTT assay, and compound 3c showed excellent inhibitory effects against HepG2 at 7.06 ± 0.68 μM.

A efficient protocol for the synthesis of thioamides in [DBUH][OAc] at room temperature

A novel, simple and eco-friendly method to synthesize thioamides from aryl nitriles and sodium sulfide (Na2S·9H2O) catalyzed by 1,8-diazabicyclo[5,4,0]undec-7-enium acetate ([DBUH][OAc]) ionic liquid (IL) at room temperature was developed in this paper. In this reaction, readily available inorganic salt (Na2S·9H2O) serves as the sulfur source, and various functional groups of aryl nitriles were well tolerated at room temperature. In addition, the products were easily separated from the IL which could be reused at least five times without considerable loss of its activity and applied in the green, concise synthesis of ethionamide.