S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate

Base Information

• Chemical Name: S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate
• CAS No.: 352556-33-3
• Molecular Formula: C₁₈H₁₇IN₂OS
• Molecular Weight: 436.316
• Mol file: 352556-33-3.mol

Synonyms:S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate

Chemical Property of S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate

There total 3 articles about S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate 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: 65.0%

para-diiodobenzene (624-38-4,1032416-46-8) + S-[2-(N-prop-2'-ynyl)aminophenyl]-N,N-dimethylthiocarbamate (352556-23-1) → S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate (352556-33-3)

Guidance literature:

With copper(l) iodide; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo001783+

Reference yield:

S-(2-nitrophenyl)-N,N-dimethylcarbamothioate (13511-84-7) → S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate (352556-33-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / Fe; water; glacial acetic acid / 8 h / 20 °C

2.1: K₂CO₃ / acetone / 5 h / 20 °C

2.2: 84 percent / acetone / 16 h / Heating

3.1: 65 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / acetonitrile / 24 h / 20 °C

With copper(l) iodide; water; iron; potassium carbonate; acetic acid; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetone; acetonitrile;

DOI:10.1021/jo001783+

Reference yield:

S-(2-aminophenyl)-N,N-dimethylthiocarbamate (352556-22-0) → S-[2-{N-3'-(4-iodophenyl)prop-2'-ynyl}aminophenyl]-N,N-dimethylthiocarbamate (352556-33-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃ / acetone / 5 h / 20 °C

1.2: 84 percent / acetone / 16 h / Heating

2.1: 65 percent / CuI; Et₃N / PdCl₂(PPh₃)2 / acetonitrile / 24 h / 20 °C

With copper(l) iodide; potassium carbonate; triethylamine; bis-triphenylphosphine-palladium(II) chloride; In acetone; acetonitrile;

DOI:10.1021/jo001783+

upstream raw materials:

para-diiodobenzene

S-[2-(N-prop-2'-ynyl)aminophenyl]-N,N-dimethylthiocarbamate

S-(2-nitrophenyl)-N,N-dimethylcarbamothioate

S-(2-aminophenyl)-N,N-dimethylthiocarbamate

Downstream raw materials:

(E)-2-[(4-iodophenyl)methylidene]-3,4-dihydro-2H-1,4-benzothiazine