N-(2-Thienylmethyl)pyridin-2-amine

Base Information

• Chemical Name: N-(2-Thienylmethyl)pyridin-2-amine
• CAS No.: 140-19-2
• Molecular Formula: C10H10 N2 S
• Molecular Weight: 190.269
• European Community (EC) Number: 205-401-6
• NSC Number: 30207
• UNII: IZ4NZM5O6S
• DSSTox Substance ID: DTXSID20161208
• Nikkaji Number: J184.426A
• Wikidata: Q83029567
• Mol file: 140-19-2.mol

Synonyms:140-19-2;N-(2-Thienylmethyl)pyridin-2-amine;N-(thiophen-2-ylmethyl)pyridin-2-amine;N-[(thiophen-2-yl)methyl]pyridin-2-amine;2-Pyridinamine, N-(2-thienylmethyl)-;2-(2-Thenylamino)pyridine;Pyridine, 2-(2-thenylamino)-;N-(2-Thienylmethyl)-2-pyridinamine;IZ4NZM5O6S;C10H10N2S;EINECS 205-401-6;NSC 30207;NSC-30207;UNII-IZ4NZM5O6S;F1984-0004;SCHEMBL2720169;DTXSID20161208;HMS1655J02;NSC30207;STL252816;AKOS002242946;EN300-69035;Z31111899

Chemical Property of N-(2-Thienylmethyl)pyridin-2-amine

Chemical Property:

• Vapor Pressure: 0.000212mmHg at 25°C
• Boiling Point: 326.7°Cat760mmHg
• Flash Point: 151.4°C
• PSA: 53.16000
• Density: 1.249g/cm³
• LogP: 2.82820
• Solubility.: Dichloromethane; Methanol
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.05646950
• Heavy Atom Count: 13
• Complexity: 152

Purity/Quality:

98%min ^*data from raw suppliers

2-(2-Thenylamino)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)NCC2=CC=CS2
• Uses: 2-(2-Thenylamino)pyridine is an intermediate in the synthesis of Methapyrilene Hydrochloride (M259970). Methapyrilene is used as antihistaminic agent.

Technology Process of N-(2-Thienylmethyl)pyridin-2-amine

There total 12 articles about N-(2-Thienylmethyl)pyridin-2-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: 97.0%

2-iodopyridine (5029-67-4) + 2-Aminomethylthiophene (27757-85-3) → 2-<(2-thienylmethyl)amino>pyridine (140-19-2)

Guidance literature:

With copper(l) iodide; 1-(5,6,7,8-tetrahydroquinolin-8-yl)ethan-1-one; caesium carbonate; In N,N-dimethyl-formamide; at 25 ℃; for 14h; Inert atmosphere;

DOI:10.1039/b821212k

Reference yield: 96.0%

2-aminopyridine (504-29-0) + 2-thiophenemethanol (636-72-6) → 2-<(2-thienylmethyl)amino>pyridine (140-19-2)

Guidance literature:

With C₅₅H₄₃ClN₅P₂Ru⁽¹⁺⁾*Cl^(1-); potassium hydroxide; In toluene; at 140 ℃; for 2h; Sealed tube;

DOI:10.1002/ejoc.201700486

Reference yield: 92.0%

2-chloropyridine (109-09-1) + 2-Aminomethylthiophene (27757-85-3) → 2-<(2-thienylmethyl)amino>pyridine (140-19-2)

Guidance literature:

With copper(l) iodide; C₁₄H₁₆N₂O; caesium carbonate; In N,N-dimethyl-formamide; at 130 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.0c02672

upstream raw materials:

2-aminopyridine

thiophene-2-carbaldehyde

2-Chloromethylthiophene

2-bromo-pyridine

Downstream raw materials:

N-(pyridin-2-yl)-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)acetamide

methapyrilene

Refernces

• 1、 Wei, Dongyue,Yang, Peng,Yu, Chuanman,Zhao, Fengkai,Wang, Yilei,Peng, Zhihua. "N-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I)". . p. 2254 - 2263. Retrieved 2021/02/26.
• 2、 ?zdemir, ?smail,?zdemir, Nam?k,?ahin, Neslihan,Gürbüz, Nevin,Y?ld?r?m, ?lkay. "First used of Alkylbenzimidazole-Cobalt(II) complexes as a catalyst for the N-Alkylation of amines with alcohols under solvent-free medium". . . Retrieved 2020/04/28.