Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)-

Base Information

• Chemical Name: Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)-
• CAS No.: 159429-49-9
• Molecular Formula: C16H25NO3
• Molecular Weight: 279.379
• DSSTox Substance ID: DTXSID20460283
• Nikkaji Number: J617.066H
• Wikidata: Q82284281
• Mol file: 159429-49-9.mol

Synonyms:Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)-;159429-49-9;DTXSID20460283

Chemical Property of Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)-

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 279.18344366
• Heavy Atom Count: 20
• Complexity: 295

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=C(C=C1OC)C(=O)N(C(C)C)C(C)C)OC

Technology Process of Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)-

There total 3 articles about Benzamide, 3,5-dimethoxy-4-methyl-N,N-bis(1-methylethyl)- 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:

N,N-Diisopropyl-3,5-dimethoxy-benzamide (52203-27-7) + methyl iodide (74-88-4) → N,N-diisopropyl-3,5-dimethoxy-4-methylbenzamide (159429-49-9) + N,N-Diisopropyl-3,5-dimethoxy-2-methyl-benzamide

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; (1-ethoxyvinyl)lithium; Yield given. Multistep reaction; 1.) THF, -83 deg C, 20 h, 2.) THF, -83 deg C, 1 h;

DOI:10.1021/ja00102a069

Reference yield:

4-methyl-3,5-dimethoxybenzoic acid (61040-81-1) → N,N-diisopropyl-3,5-dimethoxy-4-methylbenzamide (159429-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 80 °C

2: 12.9 g / CH₂Cl₂ / 14 h / 20 °C

With thionyl chloride; In dichloromethane;

DOI:10.1021/jo0356210

Reference yield:

3,5-dimethoxy-4-methylbenzoyl chloride (34523-76-7) + diisopropylamine (108-18-9) → N,N-diisopropyl-3,5-dimethoxy-4-methylbenzamide (159429-49-9)

Guidance literature:

In dichloromethane; at 20 ℃; for 14h;

DOI:10.1021/jo0356210

upstream raw materials:

N,N-Diisopropyl-3,5-dimethoxy-benzamide

methyl iodide

3,5-dimethoxy-4-methylbenzoyl chloride

diisopropylamine

Downstream raw materials:

2-[(2-hydroxy-ethylamino)-methyl]-N,N-diisopropyl-3,5-dimethoxy-4-methyl-benzamide

2-formyl-N,N-diisopropyl-3,5-dimethoxy-4-methylbenzamide