α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide

Base Information

• Chemical Name: α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide
• CAS No.: 111359-25-2
• Molecular Formula: C₁₁H₁₅NO₂S
• Molecular Weight: 225.312
• Mol file: 111359-25-2.mol

Synonyms:α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide

Chemical Property of α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide

There total 13 articles about α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide 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: 83.0%

N,N-dimethylthioformamide (758-16-7) + 4-methoxy-benzaldehyde (123-11-5) → α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide (111359-25-2)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; -78 deg C, then warm to Rt, over 3 h;

Reference yield: 57.0%

diethyl ether (60-29-7,927820-24-4) + N,N-dimethylthioformamide (758-16-7) + 4-methoxy-benzaldehyde (123-11-5) → α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide (111359-25-2)

Guidance literature:

With diisopropylamine; In tetrahydrofuran; n-butyllithium;

Reference yield: 5.0%

2,2,2-trifluoroethanol (75-89-8) + α-(N,N-dimethylthiocarbamoyl)-4-methoxybenzyl pentafluorobenzoate → 6-methoxy-N,N-dimethylbenzo[b]thiophen-2-amine (111359-29-6) + α-(4-methoxy phenyl)-α-hydroxy-N,N dimethylthioacetamide (111359-25-2) + 2-(4-Methoxy-phenyl)-N,N-dimethyl-2-(2,2,2-trifluoro-ethoxy)-thioacetamide + 2-(2-Dimethylamino-6-methoxy-benzo[b]thiophen-3-yl)-2-(4-methoxy-phenyl)-N,N-dimethyl-thioacetamide

Guidance literature:

With water; Product distribution; Rate constant;

DOI:10.1021/jo961317d

upstream raw materials:

N,N-dimethylthioformamide

4-methoxy-benzaldehyde

methanol

2,2,2-trifluoroethanol

Downstream raw materials:

6-methoxy-N,N-dimethylbenzo[b]thiophen-2-amine

N,N-dimethyl-2-anisylthioacetamide-2-yl cation

Refernces

• 1、 Williams, Kathleen B.,Richard, John P.. "Kinetic mechanism for dimerization of an α-thioamide substituted benzyl carbocation in aqueous solution". . p. 701 - 706. Retrieved 1998.
• 2、 Krajewski, Krzysztof,Zhang, Yijun,Parrish, Damon,Deschamps, Jeffrey,Roller, Peter P.,Pathak, Vinay K.. "New HIV-1 reverse transcriptase inhibitors based on a tricyclic benzothiophene scaffold: Synthesis, resolution, and inhibitory activity". . p. 3034 - 3038. Retrieved 2008/12/21.