4-Amino-2,6-dimethylbenzaldehyde

Base Information

• Chemical Name: 4-Amino-2,6-dimethylbenzaldehyde
• CAS No.: 63405-90-3
• Molecular Formula: C9H11NO
• Molecular Weight: 149.192
• Hs Code.: 2922399090
• DSSTox Substance ID: DTXSID60495438
• Wikidata: Q82343565
• Mol file: 63405-90-3.mol

Synonyms:4-Amino-2,6-dimethylbenzaldehyde;63405-90-3;Benzaldehyde, 4-amino-2,6-dimethyl- (9CI);SCHEMBL1250587;DTXSID60495438;RYOVQGPPVBEYFV-UHFFFAOYSA-N;AKOS006338254;CS-0223640;EN300-116120;Z1203581135

Chemical Property of 4-Amino-2,6-dimethylbenzaldehyde

Chemical Property:

• PSA: 43.09000
• LogP: 2.27930
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 135

Purity/Quality:

99% ^*data from raw suppliers

4-amino-2,6-dimethylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=C1C=O)C)N

Technology Process of 4-Amino-2,6-dimethylbenzaldehyde

There total 4 articles about 4-Amino-2,6-dimethylbenzaldehyde 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: 91.0%

2,2,2-trifluoro-N-(4-formyl-3,5-dimethylphenyl)acetamide (1021165-90-1) → 4-amino-2,6-dimethylbenzaldehyde (63405-90-3)

Guidance literature:

With sodium hydroxide; In methanol; water; at 20 ℃; for 18h;

DOI:10.1021/ml3000512

Reference yield:

4-amino-3-nitrobenzoic acid (1588-83-6) → 4-amino-2,6-dimethylbenzaldehyde (63405-90-3)

Guidance literature:

With sodium hydroxide; water; In methanol; at 20 ℃; for 4h;

Reference yield:

N-(4-bromo-3,5-dimethylphenyl)-2,2,2-trifluoro-acetamide (306297-11-0) → 4-amino-2,6-dimethylbenzaldehyde (63405-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: methyllithium; lithium bromide / tetrahydrofuran; diethyl ether / 0.08 h / -78 °C / Inert atmosphere

1.2: 0.08 h / -78 °C / Inert atmosphere

1.3: 0.5 h / -78 - 20 °C / Inert atmosphere

2.1: sodium hydroxide / methanol; water / 18 h / 20 °C

With methyllithium; lithium bromide; sodium hydroxide; In tetrahydrofuran; methanol; diethyl ether; water;

DOI:10.1021/ml3000512

upstream raw materials:

4-amino-3-nitrobenzoic acid

2,2,2-trifluoro-N-(4-formyl-3,5-dimethylphenyl)acetamide

N-(4-bromo-3,5-dimethylphenyl)-2,2,2-trifluoro-acetamide

Downstream raw materials:

2-(4-formyl-3,5-dimethylphenylamino)acetic acid methyl ester

3-(4-formyl-3,5-dimethylphenyl)-acrylic acid tert-butyl ester

3-(4-formyl-3,5-dimethylphenyl)acrylic acid methyl ester

[(E)-3-(4-formyl-3,5-dimethyl-phenyl)-allyl]-phosphonic acid diethyl ester

Refernces

• 1、 -. "OXADIAZOLE- AND OXAZOLE-SUBSTITUTED BENZIMIDAZOLE- AND INDOLE-DERIVATIVES AS DGAT1 INHIBITORS". Page/Page column 103-104. . Retrieved 2009/05/29.