118286-24-1

Basic information

• Product Name: methyl diphenylmethylmercaptoacetate
• Synonyms: methyl diphenylmethylmercaptoacetate
• CAS NO: 118286-24-1
• Molecular Weight: 272.368
• Mol File: 118286-24-1.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: methyl diphenylmethylmercaptoacetate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl diphenylmethylmercaptoacetate(118286-24-1)
• EPA Substance Registry System: methyl diphenylmethylmercaptoacetate(118286-24-1)

Safety Data

• Hazardous Substances Data: 118286-24-1(Hazardous Substances Data)

Upstream product

• 954-67-6 benzhydryl acetate 
• 2365-48-2 Methyl thioglycolate 
• 90280-15-2 diphenylmethylisothiouronium bromide 
• 96-34-4 methyl chloroacetate 
• 776-74-9 Bromodiphenylmethane 
• 91-01-0 1,1-Diphenylmethanol 
• 63547-22-8 (benzhydrylthio)acetic acid 
• 74-88-4 methyl iodide 
• 865811-65-0 (S)-(+)-methyl (diphenylmethanesulfinyl)-acetate 
• 100865-93-8 O-diphenylmethyl 2,2,2-trichloroacetimidate 
• 101-81-5 Diphenylmethane 

Downstream Products

• 112111-43-0 Modafinil 
• 112111-43-0 Nuvigil 
• 713134-72-6 (R)-(-)-methyl (diphenylmethanesulfinyl)-acetate 
• 865811-65-0 (S)-(+)-methyl (diphenylmethanesulfinyl)-acetate 
• 68524-30-1 2-(diphenylmethylthio)acetamide 

Relevant articles and documents

Towards a robust and reliable method for the reduction of functionalized sulfoxides

Several functionalized sulfoxides in the modafinil series, which bear another reducible function, were chemoselectively reduced to thioethers using the KI/AcCl system.

Efficient atom and step economic (EASE) synthesis of the "smart drug" Modafinil

Modafinil (2-[(diphenylmethyl)sulfinyl]acetamide, MOD) is a key psychostimulant drug used for the treatment of narcolepsy and other sleep disorders that has a very low addiction liability. Recently, MOD has been clinically investigated for the treatment of cocaine addiction and used by astronauts in long-term space missions. We have developed a synthetic strategy for "smart drug" Modafinil. An efficient atom and step economic (EASE) synthesis has been carried out by the direct reaction of benzhydrol and 2-mercaptoacetamide using the recyclable heterogeneous catalyst Nafion-H along with post-sulfoxidation. This protocol exhibits improved sustainability credentials. We have also developed a superior pre-sulfoxidation approach for the synthesis of Modafinil.

Alkylation of thiols with trichloroacetimidates under neutral conditions

Trichloroacetimidates are displaced with thiols to form the corresponding sulfides without the need for an added acid or base by simply heating the reactants in refluxing THF. This operationally simple procedure provides the corresponding sulfides in excellent yields with only the formation of the neutral trichloroacetamide as the side product. The imidate may also be formed in situ, allowing for a direct method for the formation of sulfides from alcohols. This reaction provides a general method for the synthesis of a variety of sulfides from inexpensive and readily available alcohol starting materials.