2,4-Dichloro-6-methylpyridin-3-amine

Base Information

• Chemical Name: 2,4-Dichloro-6-methylpyridin-3-amine
• CAS No.: 179056-98-5
• Molecular Formula: C6H6Cl2N2
• Molecular Weight: 177.033
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID00442683
• Nikkaji Number: J2.649.522I
• Wikidata: Q82260102
• Mol file: 179056-98-5.mol

Synonyms:2,4-DICHLORO-6-METHYLPYRIDIN-3-AMINE;179056-98-5;3-Pyridinamine, 2,4-dichloro-6-methyl-;CHEMPACIFIC 38112;2,4-Dichloro-6-methyl-pyridin-3-ylamine;3-AMINO-2,4-DICHLORO-6-METHYLPYRIDINE;SCHEMBL1886976;AMY7247;DTXSID00442683;BDFQTWLWCYNRBP-UHFFFAOYSA-N;MFCD07774093;AKOS006284132;5-Amino-4,6-dichloro-2-methylpyridine;AC-15171;AS-47039;A3971;CS-0061223;FT-0709216;2,4-DICHLORO-6-METHYL-3-PYRIDINAMINE;F11644;EN300-2975434;J-507158

Chemical Property of 2,4-Dichloro-6-methylpyridin-3-amine

Chemical Property:

• Boiling Point: 271.975 °C at 760 mmHg
• Flash Point: 118.286 °C
• PSA: 38.91000
• Density: 1.415 g/cm³
• LogP: 2.86020
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.9908036
• Heavy Atom Count: 10
• Complexity: 120

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dichloro-6-methyl-pyridin-3-ylamine 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=N1)Cl)N)Cl

Technology Process of 2,4-Dichloro-6-methylpyridin-3-amine

There total 7 articles about 2,4-Dichloro-6-methylpyridin-3-amine 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%

2,4-dichloro-6-methyl-3-nitropyridine (63897-12-1) → 3-amino-2,4-dichloro-6-methylpyridine (179056-98-5)

Guidance literature:

With hydrogen; nickel; In 1,4-dioxane; methanol; for 4h; under 760 Torr;

DOI:10.1021/jm980399q

Reference yield: 85.0%

dihydroxy-methyl-borane (13061-96-6) + 6-bromo-2,4-dichloropyridin-3-ylamine (237435-16-4) → 3-amino-2,4-dichloro-6-methylpyridine (179056-98-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 24h;

DOI:10.1021/jm000269t

Reference yield:

3-deazauracil (626-03-9,84719-31-3) → 3-amino-2,4-dichloro-6-methylpyridine (179056-98-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 90 percent / fuming HNO₃; conc. H₂SO₄ / 0.5 h / 0 °C

2: 80 percent / POCl₃ / 24 h / Heating

3: 90 percent / SnCl₂*2H₂O; conc. aq. HCl / diethyl ether / 20 °C

4: 90 percent / N-bromosuccinimide / dimethylformamide / 0.25 h / 0 °C

5: 85 percent / K₂CO₃; Pd(PPh₃)2Cl₂ / dimethylformamide / 24 h / 100 °C

With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride; N-Bromosuccinimide; sulfuric acid; nitric acid; potassium carbonate; tin(ll) chloride; trichlorophosphate; In diethyl ether; N,N-dimethyl-formamide; 5: Suzuki coupling;

DOI:10.1021/jm000269t

upstream raw materials:

2,4-dichloro-6-methyl-3-nitropyridine

dihydroxy-methyl-borane

6-bromo-2,4-dichloropyridin-3-ylamine

3-deazauracil

Downstream raw materials:

3-amino-4-chloro-6-methyl-2-(2-phenylethynyl)pyridine

phenyl N-<2,4-dichloro-6-methylpyridin-3-yl>carbamate

Refernces

• 1、 -. "Hydroxyalkyl cyclic diamine compound". Page 15. . Retrieved 2008/06/13.
• 2、 Norman,Chen,Chen,Fotsch,Hale,Han,Hurt,Jenkins,Kincaid,Liu,Lu,Moreno,Santora,Sonnenberg,Karbon. "Structure-activity relationships of a series of pyrrolo[3,2-d]pyrimidine derivatives and related compounds as neuropeptide Y5 receptor antagonists". . p. 4288 - 4312. Retrieved 2007/10/03.