2-(3-Methoxyphenyl)ethylisocyanide

Base Information

• Chemical Name: 2-(3-Methoxyphenyl)ethylisocyanide
• CAS No.: 602269-00-1
• Molecular Formula: C10H11NO
• Molecular Weight: 161.203
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40374873
• Wikidata: Q82163446
• Mol file: 602269-00-1.mol

Synonyms:2-(3-Methoxyphenyl)ethylisocyanide;602269-00-1;1-(2-isocyanoethyl)-3-methoxybenzene;SCHEMBL2557054;DTXSID40374873;AKOS006295426;EN300-1849395

Chemical Property of 2-(3-Methoxyphenyl)ethylisocyanide

Chemical Property:

• PSA: 9.23000
• LogP: 1.38770
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 161.084063974
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC(=C1)CC[N+]#[C-]

Technology Process of 2-(3-Methoxyphenyl)ethylisocyanide

There total 2 articles about 2-(3-Methoxyphenyl)ethylisocyanide 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%

N-[2-(3-methoxy-phenyl)-ethyl]-formamide (110339-54-3) → 1-(2-isocyanoethyl)-3-methoxybenzene (602269-00-1)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; at 0 ℃; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield:

2-(3-methoxyphenyl)-1-ethanamine (2039-67-0) → 1-(2-isocyanoethyl)-3-methoxybenzene (602269-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 12.5 h / 0 °C / Reflux

2: triethylamine; trichlorophosphate / dichloromethane / 3 h / -10 °C / Inert atmosphere

With triethylamine; trichlorophosphate; In dichloromethane;

DOI:10.1111/cbdd.12153

Reference yield: 92.0%

1-(2-isocyanoethyl)-3-methoxybenzene (602269-00-1) → 1-(3-methoxyphenethyl)-1H-tetrazole

Guidance literature:

With trimethylsilylazide; In water; at 20 ℃; for 1h; Sonication;

DOI:10.1039/C8NJ02312C

upstream raw materials:

N-[2-(3-methoxy-phenyl)-ethyl]-formamide

2-(3-methoxyphenyl)-1-ethanamine

Downstream raw materials:

C₁₈H₂₁N₃O₃

C₁₅H₁₇N₃OS

4-(3-methoxyphenethyl)-3-(thiophen-2-yl)-4H-1,2,4-triazole

C₁₉H₂₁N₃O

Refernces

• 1、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.
• 2、 Seganish, W. Michael,Bercovici, Ana,Ho, Ginny D.,Loozen, Hubert J.J.,Timmers, Cornelis M.,Tulshian, Deen. "A synthesis of dihydroimidazo[5,1-a]isoquinolines using a sequential Ugi-Bischler-Napieralski reaction sequence". scheme or table. p. 903 - 905. Retrieved 2012/03/10.