(2-Chloro-3,4-dimethoxyphenyl)acetonitrile

Base Information

• Chemical Name: (2-Chloro-3,4-dimethoxyphenyl)acetonitrile
• CAS No.: 7537-07-7
• Molecular Formula: C10H10ClNO2
• Molecular Weight: 211.648
• Hs Code.: 2926909090
• European Community (EC) Number: 231-407-3
• DSSTox Substance ID: DTXSID10226335
• Nikkaji Number: J307.867A
• Wikidata: Q83105717
• Mol file: 7537-07-7.mol

Synonyms:2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile;(2-Chloro-3,4-dimethoxyphenyl)acetonitrile;7537-07-7;EINECS 231-407-3;DTXSID10226335;MFCD13516980;AKOS022650587;AS-9734;2-Chloro-3,4-dimethoxybenzeneacetonitrile;AM806911;EN300-52010;F88145;Z733970170

Chemical Property of (2-Chloro-3,4-dimethoxyphenyl)acetonitrile

Chemical Property:

• Vapor Pressure: 0.000238mmHg at 25°C
• Boiling Point: 324.9°C at 760 mmHg
• Flash Point: 150.3°C
• PSA: 42.25000
• Density: 1.205g/cm³
• LogP: 2.42328
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 211.0400063
• Heavy Atom Count: 14
• Complexity: 225

Purity/Quality:

98% ^*data from raw suppliers

(2-Chloro-3,4-dimethoxyphenyl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C(=C(C=C1)CC#N)Cl)OC

Technology Process of (2-Chloro-3,4-dimethoxyphenyl)acetonitrile

There total 7 articles about (2-Chloro-3,4-dimethoxyphenyl)acetonitrile 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: 96.0%

2-chloro-3,4-dimethoxybenzyl chloride (93983-14-3) + sodium cyanide (143-33-9,25596-52-5) → 2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile (7537-07-7)

Guidance literature:

In dimethyl sulfoxide; for 1.25h;

DOI:10.1021/jm00161a029

Reference yield: 67.0%

2-chloro-3,4-dimethoxybenzyl chloride (93983-14-3) + potassium cyanide (151-50-8) → 2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile (7537-07-7)

Guidance literature:

With 18-crown-6 ether; In acetonitrile; for 168h; Heating;

DOI:10.1021/jm00159a005

Reference yield:

2-chloro-3,4-dimethoxybenzaldehyde (5417-17-4) → 2-(2-chloro-3,4-dimethoxyphenyl)acetonitrile (7537-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NaBH₄ / aq. ethanol / 1 h / 25 °C

2: 97 percent / 12N aq. HCl

3: 96 percent / dimethylsulfoxide / 1.25 h

With hydrogenchloride; sodium tetrahydroborate; In ethanol; dimethyl sulfoxide;

DOI:10.1021/jm00161a029

upstream raw materials:

2-chloro-3,4-dimethoxybenzyl chloride

sodium cyanide

potassium cyanide

isovanillin

Downstream raw materials:

2-(2-Chloro-3,4-dimethoxy-phenyl)-3-oxo-butyronitrile

1-(2-Chloro-3,4-dimethoxy-phenyl)-propan-2-one

N-propyl-2-chlorodopamine

N-ethyl-2-chlorodopamine

Refernces

• 1、 Weinstock,Ladd,Wilson,Brush,Yim,Gallagher Jr.,McCarthy,Silvestri,Sarau,Flaim. "Synthesis and renal vasodilator activity of some dopamine agonist 1-aryl-2,3,4,5-tetrahydro-1H-3-benzazepine-7,8-diols: Halogen and methyl analogues of fenoldopam". . p. 2315 - 2325. Retrieved 2007/10/02.
• 2、 Parulkar,Burger,Aures. "Some nuclear-substituted derivatives of alpha-methyldopa.". . p. 738 - 741. Retrieved 2007/10/06.