3-Amino-6-chloro-2-picoline

Base Information

• Chemical Name: 3-Amino-6-chloro-2-picoline
• CAS No.: 164666-68-6
• Molecular Formula: C6H7ClN2
• Molecular Weight: 142.59
• Hs Code.: 29333990
• European Community (EC) Number: 676-221-7
• DSSTox Substance ID: DTXSID50426559
• Wikidata: Q72434781
• Mol file: 164666-68-6.mol

Synonyms:164666-68-6;3-Amino-6-chloro-2-picoline;6-chloro-2-methylpyridin-3-amine;3-amino-6-chloro-2-methylpyridine;5-amino-2-chloro-6-methylpyridine;6-CHLORO-2-METHYL-PYRIDIN-3-YLAMINE;3-PYRIDINAMINE, 6-CHLORO-2-METHYL-;MFCD03095220;5-amino-2-chloro-6-picoline;2-CHLORO-5-AMINO-6-METHYLPYRIDINE;SCHEMBL1128266;DTXSID50426559;QVCIIOZINFCMDJ-UHFFFAOYSA-N;BCP22075;CS-D0972;3-amino-6-chloro-2-methyl pyridine;AKOS005257276;AC-5421;PB20018;6-CHLORO-2-METHYL-3-PYRIDINAMINE;AS-14933;SY007925;3-amino-6-chloro-2-picoline, AldrichCPR;AM20050863;FT-0648987;EN300-181110;Q-103404

Chemical Property of 3-Amino-6-chloro-2-picoline

Chemical Property:

• Vapor Pressure: 0.00272mmHg at 25°C
• Melting Point: 93-94℃
• Refractive Index: 1.592
• Boiling Point: 286 °C at 760 mmHg
• PKA: 1.79±0.10(Predicted)
• Flash Point: 126.7 °C
• PSA: 38.91000
• Density: 1.26 g/cm³
• LogP: 2.20680
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 142.0297759
• Heavy Atom Count: 9
• Complexity: 97.1

Purity/Quality:

99% ^*data from raw suppliers

6-Chloro-2-methylpyridin-3-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T,Xn
• Statements: 22-37/38-41-20/21/22
• Safety Statements: 26-39-36/37-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC(=N1)Cl)N
• Uses: 6-Chloro-2-methylpyridin-3-amine has been used as a reactant in the preparation of Pyrido[3,2-e][1,4]diazepine derivatives with anti-HIV-1-activity.

Technology Process of 3-Amino-6-chloro-2-picoline

There total 6 articles about 3-Amino-6-chloro-2-picoline 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%

tert-butyl (6-chloro-2-methylpyridin-3-yl)carbamate → 3-amino-6-chloro-2-methylpyridine (164666-68-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h; Reflux;

Reference yield: 99.0%

6-chloro-4-methyl-3-nitropyridine (22280-60-0) → 3-amino-6-chloro-2-methylpyridine (164666-68-6)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 20 ℃; for 1h;

Reference yield:

α-picoline (109-06-8) → 3-amino-6-chloro-2-methylpyridine (164666-68-6)

Guidance literature:

Multi-step reaction with 4 steps

1: liquid NH₃; xylene; Fe(NO₃)3

2: concentrated H₂SO₄; concentrated HNO₃

3: sodium nitrite; concentrated aqueous hydrochloric acid / Diazotization

4: SnCl₂; concentrated aqueous HCl

With hydrogenchloride; sulfuric acid; ammonia; nitric acid; ferric nitrate; tin(ll) chloride; xylene; sodium nitrite;

DOI:10.1021/ja01193a016

upstream raw materials:

6-chloro-4-methyl-3-nitropyridine

α-picoline

2-Amino-6-methylpyridine

6-methyl-5-nitro-2-pyridinamine

Downstream raw materials:

N-(6-Chlor-2-methyl-3-pyridyl)benzolsulfonamid

6-chloro-2-methylpyridine-3-sulfonyl chloride

5-chloro-2,7-dimethyl-2H-pyrazolo[4,3-b]pyridine

5-chloro-3-iodo-1H-pyrazolo[4,3-b]pyridine

Refernces

• 1、 -. "THIADIAZOLE MODULATORS OF S1P AND METHODS OF MAKING AND USING". Paragraph 0235. . Retrieved 2017/01/26.
• 2、 -. "HERBICIDES". . . Retrieved 2017/10/30.