O-5-Bromopyridin-3-yl dimethylcarbamothioate

Base Information

• Chemical Name: O-5-Bromopyridin-3-yl dimethylcarbamothioate
• CAS No.: 1245563-14-7
• Molecular Formula: C8H9BrN2OS
• Molecular Weight: 261.13886
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID90682450
• Wikidata: Q82606842
• Mol file: 1245563-14-7.mol

Synonyms:O-5-Bromopyridin-3-yl dimethylcarbamothioate;1245563-14-7;O-(5-bromopyridin-3-yl) N,N-dimethylcarbamothioate;O-(5-Bromopyridin-3-yl) dimethylcarbamothioate;SCHEMBL17993190;DTXSID90682450;VZB56314;MFCD17015843;AKOS015850770;BS-19629;O-5-Bromopyridin-3-yldimethylcarbamothioate

Chemical Property of O-5-Bromopyridin-3-yl dimethylcarbamothioate

Chemical Property:

• PSA: 57.45000
• LogP: 2.06940
• Storage Temp.: Refrigerated.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 259.96190
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

≥95% ^*data from raw suppliers

O-5-Bromopyridin-3-yldimethylcarbamothioate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=S)OC1=CC(=CN=C1)Br

Technology Process of O-5-Bromopyridin-3-yl dimethylcarbamothioate

There total 1 articles about O-5-Bromopyridin-3-yl dimethylcarbamothioate 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: 36.5%

5-bromopyridine-3-ol (74115-13-2) + N,N-Dimethylthiocarbamoyl chloride (16420-13-6) → O-[(5-bromo-3-pyridyl)] N,N-dimethylcarbamothioate (1245563-14-7)

Guidance literature:

5-bromopyridine-3-ol; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; for 0.5h;

N,N-Dimethylthiocarbamoyl chloride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 20h;

Reference yield:

O-[(5-bromo-3-pyridyl)] N,N-dimethylcarbamothioate (1245563-14-7) → 5-bromopyridin-3-yl 3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl]-1-thio-α-D-galactopyranoside

Guidance literature:

Multi-step reaction with 5 steps

1.1: diphenylether / 2 h / Reflux

2.1: water; potassium hydroxide / ethanol / 2 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

3.2: 2 h / 50 °C

4.1: cesium fluoride; triethylamine; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

5.1: sodium methylate; methanol / 1 h / 20 °C

With methanol; copper(l) iodide; water; sodium methylate; sodium hydride; triethylamine; cesium fluoride; potassium hydroxide; In diphenylether; ethanol; N,N-dimethyl-formamide;

Reference yield:

O-[(5-bromo-3-pyridyl)] N,N-dimethylcarbamothioate (1245563-14-7) → 5-bromopyridin-3-yl 2,4,6-tri-O-acetyl-3-deoxy-3-[4-(3,4,5-trifluorophenyl)-1H-1,2,3-triazol-1-yl]-1-thio-α-D-galactopyranoside

Guidance literature:

Multi-step reaction with 4 steps

1.1: diphenylether / 2 h / Reflux

2.1: water; potassium hydroxide / ethanol / 2 h / Reflux

3.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 - 20 °C

3.2: 2 h / 50 °C

4.1: cesium fluoride; triethylamine; copper(l) iodide / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With copper(l) iodide; water; sodium hydride; triethylamine; cesium fluoride; potassium hydroxide; In diphenylether; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

5-bromopyridine-3-ol

N,N-Dimethylthiocarbamoyl chloride

Refernces

• 1、 -. "ALPHA-D-GALACTOSIDE INHIBITORS OF GALECTINS". Page/Page column 67; 68. . Retrieved 2018/02/28.