3,4-Dimethoxyphenethyl isocyanate

Base Information

• Chemical Name: 3,4-Dimethoxyphenethyl isocyanate
• CAS No.: 35167-81-8
• Molecular Formula: C11H13 N O3
• Molecular Weight: 207.229
• Hs Code.: 2929109000
• European Community (EC) Number: 624-205-5
• DSSTox Substance ID: DTXSID00409352
• Mol file: 35167-81-8.mol

Synonyms:3,4-Dimethoxyphenethyl isocyanate;35167-81-8;4-(2-isocyanatoethyl)-1,2-dimethoxybenzene;3 4-DIMETHOXYPHENETHYL ISOCYANATE 97;Benzene, 4-(2-isocyanatoethyl)-1,2-dimethoxy-;SCHEMBL1846794;DTXSID00409352;AKOS010079085;3,4-Dimethoxyphenethyl isocyanate, 97%;EN300-1841882;J-019971

Chemical Property of 3,4-Dimethoxyphenethyl isocyanate

Chemical Property:

• Vapor Pressure: 0.000786mmHg at 25°C
• Refractive Index: n20/D 1.5360(lit.)
• Boiling Point: 295-296 °C(lit.)
• Flash Point: >230 °F
• PSA: 47.89000
• Density: 1.1370 g/mL at 25 °C(lit.)
• LogP: 1.58210
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 207.08954328
• Heavy Atom Count: 15
• Complexity: 226

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dimethoxyphenethyl isocyanate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCN=C=O)OC

Technology Process of 3,4-Dimethoxyphenethyl isocyanate

There total 10 articles about 3,4-Dimethoxyphenethyl isocyanate 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: 77.3%

phosgene (75-44-5) + 3,4-Dimethoxyphenaethylamin(TMS) (35424-92-1) → 3,4-dimethoxyphenethyl isocyanate (35167-81-8)

Guidance literature:

In toluene; at 0 ℃;

DOI:10.1134/S1070363206030182

Reference yield:

3,4-methoxycinnamic acid (2107-70-2) → 3,4-dimethoxyphenethyl isocyanate (35167-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂

2: NaN₃ / acetone; H₂O

3: benzene / Heating

With thionyl chloride; sodium azide; In water; acetone; benzene;

DOI:10.1248/cpb.28.1003

Reference yield:

tert-butyl N-[2-(3,4-dimethoxyphenyl)ethyl]carbamate (98062-25-0) → 3,4-dimethoxyphenethyl isocyanate (35167-81-8)

Guidance literature:

With 2-chloropyridine; trifluoromethylsulfonic anhydride; In dichloromethane; at -78 ℃; for 0.5h; regioselective reaction; Inert atmosphere;

DOI:10.1002/ejoc.201201408

upstream raw materials:

3-(3,4-dimethoxy-phenyl)-propionyl azide

phosgene

3,4-Dimethoxyphenaethylamin(TMS)

2-(3,4-dimethoxyphenyl)-ethylamine

Downstream raw materials:

N-(3,4-dimethoxy-phenethyl)-N'-m-tolyl-urea

6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one

6,7-dimethoxy-N-methyl-2H-3,4-dihydroisoquinolin-1-one

6,7-Dimethoxy-1-[(E)-phenylimino]-1,2,3,4-tetrahydroisochinolin

Refernces

• 1、 Giacomini, Daria,Martelli, Giulia,Piccichè, Miriam,Calaresu, Enrico,Cocuzza, Clementina Elvezia,Musumeci, Rosario. "Design and Synthesis of 4-Alkylidene-β-lactams: Benzyl- and Phenethyl-carbamates as Key Fragments to Switch on Antibacterial Activity". . p. 1525 - 1533. Retrieved 2017/09/25.
• 2、 Wang, Liutang,Zhang, Bin,Ji, Jianxin,Li, Bogang,Yan, Jufang,Zhang, Weiyu,Wu, Yong,Wang, Xuechao,Hou, Hui. "Synthesis and evaluation of novel compounds as potent dipeptidyl peptidase IV inhibitors". experimental part. p. 52 - 57. Retrieved 2010/03/24.