N-(5-Bromo-4-methylpyridin-2-yl)nitramide

Base Information

• Chemical Name: N-(5-Bromo-4-methylpyridin-2-yl)nitramide
• CAS No.: 923929-10-6
• Molecular Formula: C₆H₆BrN₃O₂
• Molecular Weight: 232.037
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID60581128
• Wikidata: Q72447519
• Mol file: 923929-10-6.mol

Synonyms:923929-10-6;N-(5-Bromo-4-methylpyridin-2-yl)nitramide;5-Bromo-4-methyl-N-nitropyridin-2-amine;5-BROMO-4-METHYL-N-NITROPYRIDINE-2-AMINE;SCHEMBL14581815;DTXSID60581128;AKOS015834084;A844214;J-517098

Chemical Property of N-(5-Bromo-4-methylpyridin-2-yl)nitramide

Chemical Property:

• Vapor Pressure: 0.000146mmHg at 25°C
• Melting Point: 162oC
• Boiling Point: 332.4ºC at 760 mmHg
• Flash Point: 154.8ºC
• PSA: 70.74000
• Density: 1.773
• LogP: 2.35230
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 230.96434
• Heavy Atom Count: 12
• Complexity: 173

Purity/Quality:

98%Min ^*data from raw suppliers

5-BROMO-4-METHYL-N-NITROPYRIDIN-2-AMINE 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC=C1Br)N[N+](=O)[O-]

Technology Process of N-(5-Bromo-4-methylpyridin-2-yl)nitramide

There total 3 articles about N-(5-Bromo-4-methylpyridin-2-yl)nitramide 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: 74.0%

4-methyl-2-nitraminopyridine (33245-30-6) → 5-bromo-2-nitramino-4-picoline (923929-10-6)

Guidance literature:

4-methyl-2-nitraminopyridine; With sodium acetate; acetic acid; at 20 - 40 ℃; for 0.25h;

With bromine; at 20 ℃; for 30.5h; Reagent/catalyst; Temperature; Time;

DOI:10.1021/op700114d

Reference yield:

2-amino-5-bromo-4-methylpyridine (98198-48-2) → 5-bromo-2-nitramino-4-picoline (923929-10-6)

Guidance literature:

With sulfuric acid; nitric acid; at -10 - 22 ℃;

DOI:10.1021/jm100593s

Reference yield:

2-Amino-4-methylpyridine (695-34-1) → 5-bromo-2-nitramino-4-picoline (923929-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 1 h / 0 - 5 °C

1.2: 2.25 h / -3 - 0 °C

2.1: acetic acid; sodium acetate / 0.25 h / 20 - 40 °C

2.2: 30.5 h / 20 °C

With sulfuric acid; sodium acetate; acetic acid;

DOI:10.1021/op700114d

upstream raw materials:

4-methyl-2-nitraminopyridine

2-amino-5-bromo-4-methylpyridine

2-Amino-4-methylpyridine

Refernces

• 1、 Bhattacharya, Apurba,Purohit, Vikram C.,Deshpande, Prashant,Pullockaran, Annie,Grosso, John A.,DiMarco, John D.,Gougoutas, Jack Z.. "An alternate route to 2-amino-3-nitro-5-bromo-4-picoline: Regioselective pyridine synthesis via 2-nitramino-picoline intermediate". . p. 885 - 888. Retrieved 2012/12/30.