1-(2,2'-Bithiophen-5-yl)methanamine

Base Information

• Chemical Name: 1-(2,2'-Bithiophen-5-yl)methanamine
• CAS No.: 4380-96-5
• Molecular Formula: C9H9 N S2
• Molecular Weight: 195.3
• Hs Code.: 2934999090
• European Community (EC) Number: 822-923-5
• DSSTox Substance ID: DTXSID50380066
• Wikidata: Q27096009
• Metabolomics Workbench ID: 150278
• ChEMBL ID: CHEMBL538940
• Mol file: 4380-96-5.mol

Synonyms:4380-96-5;2,2'-bithiophene-5-methylamine;2,2'-bithiophen-5-ylmethanamine;[2,2'-Bithiophen]-5-ylmethanamine;1-(2,2'-bithiophen-5-yl)methanamine;(5-thiophen-2-ylthiophen-2-yl)methanamine;CHEMBL538940;(5-(2-thienyl)-2-thienyl)methylamine;SDCCGMLS-0065983.P001;C-[2,2']Bithiophenyl-5-yl-methylamine;D0R7BT;SCHEMBL2690127;DTXSID50380066;FHYTVXBZSXZMGD-UHFFFAOYSA-N;2,2''-bithiophen-5-ylmethanamine;BDBM50294164;MFCD00110111;AKOS006227622;DB07094;1-(2,2''-bithiophen-5-yl)methanamine;BS-28548;PD006111;1-([2,2'-Bithiophen]-5-yl)methanamine;(5-thiophen-2-ylthiophen-2-yl)methylamine;CS-0206120;FT-0609198;c-[2,2']bithiophenyl-5-yl-methylamine, AldrichCPR;J-506780;Q27096009

Chemical Property of 1-(2,2'-Bithiophen-5-yl)methanamine

Chemical Property:

• Melting Point: 71-73oC
• Boiling Point: 128 °C
• Flash Point: 141.6oC
• PSA: 82.50000
• Density: 1.27 g/cm3
• LogP: 3.63560
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 195.01764164
• Heavy Atom Count: 12
• Complexity: 152

Purity/Quality:

99% ^*data from raw suppliers

5-(Aminomethyl)-[2,2']-bithiophene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C,T
• Statements: 34-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CSC(=C1)C2=CC=C(S2)CN

Technology Process of 1-(2,2'-Bithiophen-5-yl)methanamine

There total 5 articles about 1-(2,2'-Bithiophen-5-yl)methanamine 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:

[4-(thien-2-yl)-thien-2-yl]methylazide (632338-98-8) → [5-(thiophen-2-yl)thiophen-2-yl]methanamine (4380-96-5)

Guidance literature:

With water; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.02.002

Reference yield:

N-[2,2']bithiophenyl-5-ylmethyl-phthalamic acid (256327-11-4) → [5-(thiophen-2-yl)thiophen-2-yl]methanamine (4380-96-5)

Guidance literature:

With ethylenediamine; In 1,4-dioxane; propan-1-ol; water; for 24h; Reflux;

DOI:10.1021/ol301037s

Reference yield:

5-bromo(2,2'-bithiophene) (3480-11-3) → [5-(thiophen-2-yl)thiophen-2-yl]methanamine (4380-96-5)

Guidance literature:

Multi-step reaction with 2 steps

1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; sodium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / 1,4-dioxane; water / 36 h / Reflux

2: ethylenediamine / 1,4-dioxane; propan-1-ol; water / 24 h / Reflux

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; sodium carbonate; ethylenediamine; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,4-dioxane; propan-1-ol; water; 1: Suzuki-miyaura coupling;

DOI:10.1021/ol301037s

upstream raw materials:

[4-(thien-2-yl)-thien-2-yl]methylazide

2,2'-Bithiophene

5-hydroxymethyl-2,2'-bithiophene

N-[2,2']bithiophenyl-5-ylmethyl-phthalamic acid

Downstream raw materials:

N-[2,2']bithiophenyl-5-ylmethyl-phthalamic acid

Refernces

• 1、 Shao, Pengchang P.,Ok, Dong,Fisher, Michael H.,Garcia, Maria L.,Kaczorowski, Gregory J.,Li, Chunshi,Lyons, Kathryn A.,Martin, William J.,Meinke, Peter T.,Priest, Birgit T.,Smith, McHardy M.,Wyvratt, Matthew J.,Ye, Feng,Parsons, William H.. "Novel cyclopentane dicarboxamide sodium channel blockers as a potential treatment for chronic pain". . p. 1901 - 1907. Retrieved 2007/10/03.