3-Bromoisonicotinamide

Base Information

• Chemical Name: 3-Bromoisonicotinamide
• CAS No.: 13958-99-1
• Molecular Formula: C6H5BrN2O
• Molecular Weight: 201.023
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60450446
• Nikkaji Number: J2.071.625H
• Wikidata: Q72511930
• Mol file: 13958-99-1.mol

Synonyms:3-Bromoisonicotinamide;13958-99-1;3-bromopyridine-4-carboxamide;MFCD09702457;4-Pyridinecarboxamide, 3-bromo-;3-bromo-isonicotinamide;SCHEMBL5700120;DTXSID60450446;YQOHJFWLALWBBP-UHFFFAOYSA-N;CS-D1555;AKOS015891636;FS-2957;SB78224;SY013017;FT-0645804;EN300-133359;A807566;J-512108;Z1269114039

Chemical Property of 3-Bromoisonicotinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.614
• Boiling Point: 316.252 °C at 760 mmHg
• Flash Point: 145.064 °C
• PSA: 55.98000
• Density: 1.71g/cm³
• LogP: 1.64330
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 199.95853
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Bromoisonicotinamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=CC(=C1C(=O)N)Br

Technology Process of 3-Bromoisonicotinamide

There total 4 articles about 3-Bromoisonicotinamide 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: 78.0%

chloroformic acid ethyl ester (541-41-3) + 3-bromoisonicotinic acid (13959-02-9) → ethyl 3-bromopyridine-4-carboxylate (13959-01-8) + 3-bromopyridine-4-carboxamide (13958-99-1)

Guidance literature:

chloroformic acid ethyl ester; 3-bromoisonicotinic acid; With triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;

With ammonia; In tetrahydrofuran; for 0.25h;

DOI:10.1016/j.bmc.2015.05.005

Reference yield:

3-Bromopyridine (626-55-1,163928-56-1) → ethyl 3-bromopyridine-4-carboxylate (13959-01-8) + 3-bromopyridine-4-carboxamide (13958-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

2.2: 0.25 h

With triethylamine; lithium diisopropyl amide; In tetrahydrofuran;

DOI:10.1016/j.bmc.2015.05.005

Reference yield:

3-bromoisonicotinic acid (13959-02-9) → 3-bromopyridine-4-carboxamide (13958-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 1 h / 0 °C

2: NH₃ / tetrahydrofuran / 1.5 h / 0 °C

With ammonia; triethylamine; In tetrahydrofuran;

DOI:10.1080/00304949709355235

upstream raw materials:

3-bromoisonicotinic acid

chloroformic acid ethyl ester

3-Bromopyridine

Refernces

• 1、 -. "NAPHTHYRIDINE DERIVATIVE". Paragraph 0182; 0183. . Retrieved 2013/08/28.