Thioacetanilide

Base Information

• Chemical Name: Thioacetanilide
• CAS No.: 637-53-6
• Deprecated CAS: 22768-70-3
• Molecular Formula: C8H9 N S
• Molecular Weight: 151.232
• Hs Code.: 2930909090
• European Community (EC) Number: 211-288-4
• NSC Number: 36984
• UNII: L9AL2GO03Y
• DSSTox Substance ID: DTXSID1060920
• Nikkaji Number: J6.915I
• Wikidata: Q27282872
• ChEMBL ID: CHEMBL3740596
• Mol file: 637-53-6.mol

Synonyms:thioacetanilide

Chemical Property of Thioacetanilide

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0.088mmHg at 25°C
• Melting Point: 76-79 °C(lit.)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 147 °C / 1mmHg
• PKA: 11.16±0.70(Predicted)
• Flash Point: 89.95°C
• PSA: 44.12000
• Density: 1.16g/cm³
• LogP: 2.51880
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 151.04557046
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

98%,99%, ^*data from raw suppliers

Thioacetanilide >98.0%(N) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=S)NC1=CC=CC=C1

Technology Process of Thioacetanilide

There total 46 articles about Thioacetanilide 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%

mercury(II) diacetate (1600-27-7) + bis(thioacetanilide)mercury(II) → thioacetanilide (637-53-6) + N-acetyl-N-phenylacetamide (1563-87-7)

Guidance literature:

In dichloromethane; for 3h; Ambient temperature;

DOI:10.1016/S0040-4020(97)00938-1

Reference yield: 97.0%

Acetanilid (103-84-4) → thioacetanilide (637-53-6)

Guidance literature:

With 2,4-bis(4-(5,5,6,6,7,7,8,8,9,9,10,10,10-tridecafluorodecyloxy)phenyl)-1,3,2,4-dithiadiphosphetane 2,4-disulfide; In tetrahydrofuran; at 55 ℃; for 6h;

DOI:10.1021/ol060208a

Reference yield: 90.0%

acetophenone oxime (613-91-2) → thioacetanilide (637-53-6)

Guidance literature:

acetophenone oxime; With triethylamine; p-toluenesulfonyl chloride; In acetonitrile; at 0 - 20 ℃; Inert atmosphere;

With thiourea; In acetonitrile; for 2h; Reflux; Inert atmosphere;

DOI:10.1055/s-0030-1259720

upstream raw materials:

(4-acetamidophenyl)disulfide

N-phenyl-3-thio-malonamic acid

dithioacetic acid

phenyl isocyanate

Downstream raw materials:

N-phenyl-N'-tosylacetimidamide

thioacetamide

Hexafluoroacetone

[(Fe(CO)3)2( μ-S(CH3)C(CF3)C β (SC(NPh)Me) C α (N(CH3)2))]

Refernces

• 1、 Shaik, Thokhir B.,Hussaini, S.M. Ali,Nayak, V. Lakshma,Sucharitha, M. Lakshmi,Malik, M. Shaheer,Kamal, Ahmed. "Rational design and synthesis of 2-anilinopyridinyl-benzothiazole Schiff bases as antimitotic agents". supporting information. p. 2549 - 2558. Retrieved 2017/05/09.
• 2、 Fuchibe, Kohei,Bando, Masaki,Takayama, Ryo,Ichikawa, Junji. "Organocatalytic, difluorocarbene-based S-difluoromethylation of thiocarbonyl compounds". . p. 133 - 138. Retrieved 2015/03/04.