2-Amino-3,6-dimethoxybenzaldehyde

Base Information

• Chemical Name: 2-Amino-3,6-dimethoxybenzaldehyde
• CAS No.: 126522-16-5
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID70363371
• Nikkaji Number: J532.505F
• Wikidata: Q82147038
• Mol file: 126522-16-5.mol

Synonyms:2-amino-3,6-dimethoxybenzaldehyde;126522-16-5;2-Amino-3,6-dimethoxybenzenecarbaldehyde;Benzaldehyde, 2-amino-3,6-dimethoxy-;SCHEMBL18979888;DTXSID70363371;BFA52216;MFCD03848397;AKOS005069307;CS-0255266;10W-0837;J-507773

Chemical Property of 2-Amino-3,6-dimethoxybenzaldehyde

Chemical Property:

• Melting Point: 66-68°C
• PSA: 61.55000
• LogP: 1.67970
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

2-Amino-3,6-dimethoxybenzenecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Amino-3,6-dimethoxybenzaldehyde

There total 3 articles about 2-Amino-3,6-dimethoxybenzaldehyde 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: 86.0%

3,6-dimethoxy-2-nitrobenzaldehyde (1206-55-9) → 2-amino-3,6-dimethoxylbenzaldehyde (126522-16-5)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 80 ℃; for 4h;

DOI:10.1016/j.bmcl.2019.126901

Reference yield:

3,6-dimethoxy-2-hydroxylaminobenzaldehyde (151251-34-2) → 2-amino-3,6-dimethoxylbenzaldehyde (126522-16-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 6h; under 1810.02 Torr; Ambient temperature;

Reference yield:

2,5-dimethoxybenzaldehyde (93-02-7) → 2-amino-3,6-dimethoxylbenzaldehyde (126522-16-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; nitric acid / 2 h / 0 °C

2: iron; hydrogenchloride / water; ethanol / 4 h / 80 °C

With hydrogenchloride; nitric acid; iron; acetic acid; In ethanol; water;

DOI:10.1016/j.bmcl.2019.126901

upstream raw materials:

3,6-dimethoxy-2-nitrobenzaldehyde

3,6-dimethoxy-2-hydroxylaminobenzaldehyde

2,5-dimethoxybenzaldehyde

Refernces

• 1、 Abaev, Vladimir T.,Plieva, Anastasiya T.,Chalikidi, Petrakis N.,Uchuskin, Maxim G.,Trushkov, Igor V.,Butin, Alexander V.. "A simple route to polysubstituted indoles exploiting azide induced furan ring opening". supporting information. p. 4150 - 4153. Retrieved 2014/09/30.
• 2、 Blanco, Ma del Mar,Avendano, Carmen,Cabezas, Nieves,Menendez, J. Carlos. "A FRIEDLAENDER APPROACH TO 3-SUBSTITUTED 2,5,8-(1H)-QUINOLINETRIONES". . p. 1387 - 1398. Retrieved 2007/10/02.