2-Amino-4,5-dimethoxybenzonitrile

Base Information

• Chemical Name: 2-Amino-4,5-dimethoxybenzonitrile
• CAS No.: 26961-27-3
• Molecular Formula: C9H10N2O2
• Molecular Weight: 178.191
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID80352892
• Nikkaji Number: J1.250.327J
• Wikidata: Q72436144
• Mol file: 26961-27-3.mol

Synonyms:2-Amino-4,5-dimethoxybenzonitrile;26961-27-3;6-Aminoveratronitrile;2-Cyano-4,5-Dimethoxyaniline;Benzonitrile, 2-amino-4,5-dimethoxy-;4-Amino-5-cyanoveratrole;2-amino-4,5-dimethoxy-benzonitrile;ChemDiv3_011209;SCHEMBL82833;DTXSID80352892;3,4-dimethoxy-6-aminobenzonitrile;4,5-dimethoxy-2-aminobenzonitrile;HMS1504N11;MFCD00058682;STK776272;AKOS001848887;AC-4017;AM61875;CS-W017332;MB00492;PS-6197;IDI1_028767;FT-0617193;A20898;AQ-358/42003062;J-016632;BRD-K14422341-001-01-1

Chemical Property of 2-Amino-4,5-dimethoxybenzonitrile

Chemical Property:

• Vapor Pressure: 5.7E-05mmHg at 25°C
• Melting Point: 96-101 °C(lit.)
• Refractive Index: 1.555
• Boiling Point: 346.6 °C at 760 mmHg
• PKA: 1.99±0.10(Predicted)
• Flash Point: 163.4 °C
• PSA: 68.27000
• Density: 1.2 g/cm³
• LogP: 1.73888
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 211

Purity/Quality:

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

2-Amino-4,5-dimethoxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-4,5-dimethoxybenzonitrile

There total 5 articles about 2-Amino-4,5-dimethoxybenzonitrile 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: 52.0%

2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)-4,5-dimethoxybenzonitrile → 2-amino-4,5-dimethoxybenzonitrile (26961-27-3)

Guidance literature:

With polymer-bound triphenylphosphine; water; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tet.2009.07.064

Reference yield: 27.0%

triphenylphosphine (603-35-0) + 2-(cyanothioformamido)-4,5-dimethoxybenzonitrile (169778-81-8) → 2-amino-4,5-dimethoxybenzonitrile (26961-27-3) + 4,6,7-trimethoxyquinazoline-2-carbonitrile

Guidance literature:

With toluene-4-sulfonic acid; In methanol; water; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2010.06.020

Reference yield:

4,5-dimethoxy-2-nitrobenzonitrile (102714-71-6) → 2-amino-4,5-dimethoxybenzonitrile (26961-27-3)

Guidance literature:

With hydrogenchloride; tin(ll) chloride;

DOI:10.1021/ja01185a072 DOI:10.1021/ja01214a009

upstream raw materials:

4,5-dimethoxy-2-nitrobenzonitrile

triphenylphosphine

2-(cyanothioformamido)-4,5-dimethoxybenzonitrile

veratronitrile

Downstream raw materials:

O-ethyl ester of 2-cyano-4,5-dimethoxyphenyl dithiocarbonic acid

N'-(2-cyano-4,5-dimethoxy-phenyl)-N,N-dimethyl-formamidine

(2-cyano-4,5-methoxy-phenyl)-carbamic acid ethyl ester

prazosin

Refernces

• 1、 Koutentis, Panayiotis A.,Michaelidou, Sophia S.. "The conversion of 2-cyano cyanothioformanilides into 3-aminoindole-2- carbonitriles using triphenylphosphine". scheme or table. p. 6032 - 6039. Retrieved 2010/09/11.
• 2、 -. "2-substituted methyl-2,3-dihydroimidazo[1,2-c]quinazolin-5(6H)-ones (thiones), the preparation and use thereof". . . Retrieved 2008/06/13.