Thiobenzamide

Base Information

• Chemical Name: Thiobenzamide
• CAS No.: 2227-79-4
• Molecular Formula: C7H7NS
• Molecular Weight: 137.205
• Hs Code.: 29309090
• European Community (EC) Number: 218-765-6
• UNII: 8799VM9SXC
• DSSTox Substance ID: DTXSID8062280
• Nikkaji Number: J29.488H
• Wikidata: Q27149460
• ChEMBL ID: CHEMBL3739883
• Mol file: 2227-79-4.mol

Synonyms:thiobenzamide

Chemical Property of Thiobenzamide

Chemical Property:

• Appearance/Colour: Yellowish-green crystalline powder
• Vapor Pressure: 0.0294mmHg at 25°C
• Melting Point: 113-117 °C(lit.)
• Refractive Index: 1.652
• Boiling Point: 245 °C at 760 mmHg
• PKA: 12.68±0.29(Predicted)
• Flash Point: 102 °C
• PSA: 58.11000
• Density: 1.182 g/cm³
• LogP: 2.02110
• Storage Temp.: Store below +30°C.
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 137.02992040
• Heavy Atom Count: 9
• Complexity: 106

Purity/Quality:

98% ^*data from raw suppliers

Thiobenzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=S)N
• Uses: Thiobenzamide is useful for the preparation of amide and amidine adducts. It is also used to prepare 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides. Further, it acts as a raw material in organic synthesis. Thiobenzamide was used to prepare amide and amidine adducts. It was also used in the synthesis of 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides.

Technology Process of Thiobenzamide

There total 99 articles about Thiobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzonitrile (100-47-0) → benzenecarbothioamide (2227-79-4)

Guidance literature:

With pyridine; diammonium sulfide; triethylamine; In water; at 50 ℃;

DOI:10.1021/jm401643m

Reference yield: 98.0%

5-phenyl-3H-1,2,4-dithiazole-3-one (7047-10-1) → hydrogen sulfide (7783-06-4) + benzenecarbothioamide (2227-79-4)

Guidance literature:

With carbonic anhydrase from bovine erythrocytes; GLUTATHIONE; In aq. phosphate buffer; dimethyl sulfoxide; at 20 ℃; for 4h; pH=7.4; Reagent/catalyst; Enzymatic reaction;

DOI:10.1021/jacs.9b06319

Reference yield: 95.0%

thiobenzoyl 2-(5,5-dimethyl-2-thiono-1,3,2-dioxaphosphorinanyl)sulfide (463962-26-7) → benzenecarbothioamide (2227-79-4)

Guidance literature:

With pyridine; ammonium hydroxide; In benzene;

DOI:10.1039/b005911k

upstream raw materials:

Thiobenzoic acid O-ethyl ester

(Z)-benzaldoxime O-acetate

benzamide

benzaldehyde

Downstream raw materials:

2-phenylthiazole

benzonitrile

N-xanthen-9-yl-thiobenzamide

2-(4-methyl-2-phenylthiazol-5-yl)ethan-1-ol

Refernces

• 1、 Bagley, Mark C.,Chapaneri, Krishna,Glover, Christian,Merritt, Eleanor A.. "Simple microwave-assisted method for the synthesis of primary thioamides from nitriles". . p. 2615 - 2617. Retrieved 2004.
• 2、 Wang, Hui,Xie, Shihua,Zhu, Hongjun,Zhuo, Liang. "Aerobic Visible-Light Induced Intermolecular S?N Bond Construction: Synthesis of 1,2,4-Thiadiazoles from Thioamides under Photosensitizer-Free Conditions". supporting information. p. 3398 - 3402. Retrieved 2021/06/25.
• 3、 Aggarwal, Ranjana,Claramunt, Rosa M.,Hooda, Mona,Jain, Naman,Rozas, Isabel,Sanz, Dionisia,Twamley, Brendan. "An efficient, one-pot, regioselective synthesis of 2-aryl/hetaryl-4-methyl-5-acylthiazoles under solvent-free conditions". . . Retrieved 2021/09/29.