2-Stilbenamine,3-methyl-,(Z)-(8CI)

Base Information

• Chemical Name: 2-Stilbenamine,3-methyl-,(Z)-(8CI)
• CAS No.: 802280-14-4
• Molecular Formula: C₁₅H₁₅N
• Molecular Weight: 209.291
• Mol file: 802280-14-4.mol

Synonyms:2-Stilbenamine,3'-methyl-, (Z)- (8CI)

Chemical Property of 2-Stilbenamine,3-methyl-,(Z)-(8CI)

Chemical Property:

• PSA: 26.02000
• LogP: 4.32880

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Stilbenamine,3-methyl-,(Z)-(8CI)

There total 12 articles about 2-Stilbenamine,3-methyl-,(Z)-(8CI) 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: 83.0%

3-methylstyrene (100-80-1) + phenylhydrazine hydrochloride (59-88-1) → (E)-2-(3-methylstyryl)aniline (802280-14-4)

Guidance literature:

With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; sodium acetate; acetic acid; pentan-3-one; In ethanol; at 100 ℃; for 20h; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1002/adsc.201400791

Reference yield: 80.0%

3-methylstyrene (100-80-1) + 2-bromoaniline (615-36-1) → (E)-2-(3-methylstyryl)aniline (802280-14-4)

Guidance literature:

With palladium diacetate; triethylamine; tris-(o-tolyl)phosphine; at 125 ℃;

DOI:10.1021/acs.orglett.0c02898

Reference yield:

(3-methylbenzyl)triphenylphosphonium chloride (63368-37-6) → 2-(3-methylstyryl)aniline (802280-14-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 18-crown-6 ether; potassium carbonate / dichloromethane / 6 h / Reflux

2: tin(II) chloride dihdyrate / ethyl acetate / 4 h / Reflux

With 18-crown-6 ether; tin(II) chloride dihdyrate; potassium carbonate; In dichloromethane; ethyl acetate; 1: |Wittig Olefination;

DOI:10.1021/acsmedchemlett.5b00170

upstream raw materials:

C₁₅H₁₃NO₂

(E)-3-(2-Nitro-phenyl)-2-m-tolyl-acrylic acid

m-methylphenylacetic acid

2-nitro-benzaldehyde

Downstream raw materials:

2-(3-methylphenyl)-1-tosylindole

Refernces

• 1、 San Jang, Su,Kim, Young Ho,Youn, So Won. "Divergent Syntheses of Indoles and Quinolines Involving N1-C2-C3 Bond Formation through Two Distinct Pd Catalyses". supporting information. p. 9151 - 9157. Retrieved 2020/11/03.
• 2、 Youn, So Won,Jang, Su San,Lee, So Ra. "Bi(OTf)3-mediated intramolecular hydroamination of 2-aminostilbenes for the synthesis of 2-arylindolines". . p. 4902 - 4909. Retrieved 2016/07/18.