6-Methylpyridine-2,3-diamine

Base Information

• Chemical Name: 6-Methylpyridine-2,3-diamine
• CAS No.: 33259-72-2
• Molecular Formula: C6H9N3
• Molecular Weight: 123.158
• Hs Code.: 2933399090
• European Community (EC) Number: 820-604-5
• DSSTox Substance ID: DTXSID40370299
• Wikidata: Q72496619
• Mol file: 33259-72-2.mol

Synonyms:6-methylpyridine-2,3-diamine;33259-72-2;5,6-Diamino-2-picoline;2,3-Diamino-6-methylpyridine;2,3-PYRIDINEDIAMINE, 6-METHYL-;6-METHYL-2,3-PYRIDINEDIAMINE;77712-94-8;SCHEMBL361501;2,3-diamino-6-methyl pyridine;2,3-Pyridinediamine,6-methyl-;6-Methyl-pyridine-2,3-diamine;AMY7767;DTXSID40370299;XATOCNYGIWXIQM-UHFFFAOYSA-N;BCP07640;6-methylpyridin-1-ium-2,3-diamine;MFCD03427654;AKOS002676251;AB15083;BS-23444;CS-0005629;FT-0652602;EN300-98276;A821695;J-518924;F8880-7893

Chemical Property of 6-Methylpyridine-2,3-diamine

Chemical Property:

• Vapor Pressure: 0.00161mmHg at 25°C
• Melting Point: 69-70 °C
• Refractive Index: 1.4690 (estimate)
• Boiling Point: 294.561 °C at 760 mmHg
• PKA: 6.88±0.50(Predicted)
• Flash Point: 157.016 °C
• PSA: 64.93000
• Density: 1.19 g/cm³
• LogP: 1.71680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 123.079647300
• Heavy Atom Count: 9
• Complexity: 94.3

Purity/Quality:

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

6-methylpyridine-2,3-diamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xi:Irritant
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=C(C=C1)N)N

Technology Process of 6-Methylpyridine-2,3-diamine

There total 5 articles about 6-Methylpyridine-2,3-diamine 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: 100.0%

6-amino-5-nitro-2-picoline (21901-29-1) → 2,3-diamino-6-methyl-pyridine (33259-72-2)

Guidance literature:

With hydrogen; 5%-palladium/activated carbon; In methanol; at 20 ℃; for 2h; under 760.051 Torr;

Reference yield: 38.0%

2-chloro-6-methyl-3-aminopyridine (39745-40-9) → 2,3-diamino-6-methyl-pyridine (33259-72-2)

Guidance literature:

With dicyclohexyl(2',4',6'-triisopropyl-5-methoxy-3,4,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; C₅₀H₇₀NO₄PPdS; C₅₀H₇₀NO₄PPdS; dicyclohexyl(2',4',6'-triisopropyl-4-methoxy-3,5,6-trimethyl-[1,1'-biphenyl]-2-yl)phosphine; ammonia; sodium t-butanolate; In 1,4-dioxane; at 50 ℃; for 24h; Inert atmosphere;

DOI:10.1021/ol401612c

Reference yield:

2-Amino-6-methylpyridine (1824-81-3) → 2,3-diamino-6-methyl-pyridine (33259-72-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 26 percent / H₂SO₄, HNO₃ / 80 °C

2: 97 percent / H₂ / 10 percent Pd/C / methanol

With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In methanol;

DOI:10.1016/S0960-894X(98)00556-3

upstream raw materials:

6-amino-5-nitro-2-picoline

2-Amino-6-methylpyridine

2-chloro-6-methyl-3-aminopyridine

2-fluoro-3-nitro-6-methylpyridine

Downstream raw materials:

2-aminomethyl-5-methyl-1(H)-imidazo-4-pyridine

{4-methyl-7-[(5-methyl-1H-imidazo[4,5-b]pyridin-2-ylmethyl)-carbamoyl]-3-oxo-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepin-2-yl}-acetic acid methyl ester

2-chloro-5-methyl-1H-imidazo[4,5-b]pyridine

Refernces

• 1、 Moreau, Robert J.,Skepper, Colin K.,Appleton, Brent A.,Blechschmidt, Anke,Balibar, Carl J.,Benton, Bret M.,Drumm, Joseph E.,Feng, Brian Y.,Geng, Mei,Li, Cindy,Lindvall, Mika K.,Lingel, Andreas,Lu, Yipin,Mamo, Mulugeta,Mergo, Wosenu,Polyakov, Valery,Smith, Thomas M.,Takeoka, Kenneth,Uehara, Kyoko,Wang, Lisha,Wei, Jun-Rong,Weiss, Andrew H.,Xie, Lili,Xu, Wenjian,Zhang, Qiong,De Vicente, Javier. "Fragment-Based Drug Discovery of Inhibitors of Phosphopantetheine Adenylyltransferase from Gram-Negative Bacteria". supporting information. p. 3309 - 3324. Retrieved 2018/05/01.
• 2、 Abou-Elkhair, Reham A. I.,Hassan, Abdalla E. A.,Boykin, David W.,Wilson, W. David. "Lithium Hexamethyldisilazane Transformation of Transiently Protected 4-Aza/Benzimidazole Nitriles to Amidines and their Dimethyl Sulfoxide Mediated Imidazole Ring Formation". supporting information. p. 4714 - 4717. Retrieved 2016/09/28.