2-[(Diphenylmethyl)thio]acetamide

Base Information

• Chemical Name: 2-[(Diphenylmethyl)thio]acetamide
• CAS No.: 68524-30-1
• Molecular Formula: C15H15NOS
• Molecular Weight: 257.356
• Hs Code.: 2930902000
• European Community (EC) Number: 614-564-6
• UNII: PXK33GE36F
• DSSTox Substance ID: DTXSID60433431
• Nikkaji Number: J2.522.488D
• Wikidata: Q72473399
• ChEMBL ID: CHEMBL3126748
• Mol file: 68524-30-1.mol

Synonyms:68524-30-1;2-[(DIPHENYLMETHYL)THIO]ACETAMIDE;2-benzhydrylsulfanylacetamide;Diphenylmethyl Thioacetamide;2-(benzhydrylthio)acetamide;[(Diphenylmethyl)thio]acetamide;Acetamide, 2-[(diphenylmethyl)thio]-;Benzyldryl thioacetamide;Deoxy modafinil;diphenylmethylthioacetamide;PXK33GE36F;2-((Diphenylmethyl)thio)acetamide;Acetamide, 2-((diphenylmethyl)thio)-;2-[(diphenylmethyl)sulfanyl]acetamide;Ph2CHSCH2CONH2;UNII-PXK33GE36F;2-(benzhydrylthiyl)acetamide;Diphenyl methyl thioacetamide;2-(benzhydrylthiyl) acetamide;SCHEMBL1537233;CHEMBL3126748;US9862679, Compound 2a;DTXSID60433431;HCRQRIFRHGPWBH-UHFFFAOYSA-N;BDBM364374;2-(diphenylmethyl)sulfanylethanamide;2-[(Diphenylemthyl)thio] acetamide;AMY31583;MFCD00876107;2-[(diphenylmethyl)sulfenyl]acetamide;AKOS015888234;2-[(Diphenylmethyl) Thio] Acetylamine;AC-6204;CS-O-31752;AS-47650;FT-0601302;F14900;EN300-7364303;A836172;Q-200221;2-[(Diphenylmethyl)sulfenyl]acetamide;Modafinil Related Compound C

Chemical Property of 2-[(Diphenylmethyl)thio]acetamide

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 109-110 °C(Solv: methanol (67-56-1); water (7732-18-5))
• Refractive Index: 1.62
• Boiling Point: 427.707 °C at 760 mmHg
• PKA: 15.60±0.40(Predicted)
• Flash Point: 212.47 °C
• PSA: 68.39000
• Density: 1.184 g/cm³
• LogP: 3.69480
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 257.08743528
• Heavy Atom Count: 18
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Modafinil Related Compound C United States Pharmacopeia (USP) Reference Standard ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)SCC(=O)N
• Uses: 2-[(Diphenylmethyl)thio]acetamide is an analogue and precursor to Modafinil (M482500), an α-1-adrenergic agonist. Modafinil is a CNS stimulant; psychostimulant that displays neuroprotective and antiparkinsonian activity in a primate model of Parkinson's disease.

Technology Process of 2-[(Diphenylmethyl)thio]acetamide

There total 20 articles about 2-[(Diphenylmethyl)thio]acetamide 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: 97.9%

diphenylchloromethane (90-99-3) + Chloroacetamide (79-07-2) → 2-(diphenylmethylthio)acetamide (68524-30-1)

Guidance literature:

diphenylchloromethane; With thiourea; potassium iodide; In water; at 70 - 75 ℃; for 1.5h;

With sodium hydroxide; In water; at 15 - 24 ℃;

Chloroacetamide; With triethylamine; more than 3 stages;

Reference yield: 97.9%

→ 2-(diphenylmethylthio)acetamide (68524-30-1)

Guidance literature:

Reference yield: 96.0%

benzhydrylsulfanyl acetyl chloride (68524-29-8) → 2-(diphenylmethylthio)acetamide (68524-30-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/j.tetasy.2005.07.028

upstream raw materials:

(diphenylmethyl)(ethyl acetate)sulfide

benzhydrylsulfanyl acetyl chloride

(benzhydrylthio)acetic acid

1,1-Diphenylmethanol

Downstream raw materials:

C₂₀H₁₉NO₅S

C₁₉H₁₇NO₅S

2-benzhydrylsulfanylacetonitrile

Nuvigil

Refernces

• 1、 Maurya, Shivam,Yadav, Dhiraj,Pratap, Kemant,Kumar, Atul. "Efficient atom and step economic (EASE) synthesis of the "smart drug" Modafinil". supporting information. p. 629 - 633. Retrieved 2017/08/18.
• 2、 -. "COMPOSITIONS AND METHODS FOR THE TREATMENT OF NEUROLOGICAL DEGENERATIVE DISORDERS AND NEUROLOGICAL DISEASES". Paragraph 0106; 0109; 0110. . Retrieved 2015/05/26.