Benzenamine, 2-ethynyl-4-methyl- (9CI)

Base Information

• Chemical Name: Benzenamine, 2-ethynyl-4-methyl- (9CI)
• CAS No.: 215589-37-0
• Molecular Formula: C9H9 N
• Molecular Weight: 131.177
• Mol file: 215589-37-0.mol

Synonyms:2-Ethynyl-4-methylaniline

Chemical Property of Benzenamine, 2-ethynyl-4-methyl- (9CI)

Chemical Property:

• PSA: 26.02000
• LogP: 2.13970
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

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

2-Ethynyl-4-methylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenamine, 2-ethynyl-4-methyl- (9CI)

There total 9 articles about Benzenamine, 2-ethynyl-4-methyl- (9CI) 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-iodo-4-methylaniline (29289-13-2) → 2-ethynyl-4-methylaniline (215589-37-0)

Guidance literature:

DOI:10.1002/1099-0690(200112)2001:24<4607::AID-EJOC4607>3.0.CO;2-D

Reference yield: 93.0%

4-methyl-2-[2-(trimethylsilyl)ethynyl]aniline (180624-14-0) → 2-ethynyl-4-methylaniline (215589-37-0)

Guidance literature:

With potassium carbonate; In methanol; diethyl ether; at 20 ℃; for 1h;

Reference yield: 87.0%

2-iodo-4-methylaniline (29289-13-2) + 2-methyl-but-3-yn-2-ol (115-19-5) → 2-ethynyl-4-methylaniline (215589-37-0)

Guidance literature:

2-iodo-4-methylaniline; 2-methyl-but-3-yn-2-ol; With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 20 ℃; for 6h;

With potassium hydroxide; In toluene; for 4h; Reflux;

DOI:10.1002/chem.201901667

upstream raw materials:

2-iodo-4-methylaniline

4-methyl-2-[2-(trimethylsilyl)ethynyl]aniline

2,2,2-trifluoro-N-(2-iodo-4-methylphenyl)acetamide

trimethylsilylacetylene

Downstream raw materials:

2-(4,6-dimethylquinolin-2-yl)-4-methylphenylamine

5-methyl-1H-indole

2,4-dichloro-6-methyl-quinoline

N-(2-ethynyl-4-methylphenyl)-N'-phenylthiourea

Refernces

• 1、 Wang, Jiwei,Wang, Gendi,Cheng, Xiang,Liu, Ye,Zhang, Jun. "Sequential Sonogashira/intramolecular aminopalladation/cross-coupling ofortho-ethynyl-anilines catalyzed by a single palladium source: rapid access to 2,3-diarylindoles". supporting information. p. 1329 - 1333. Retrieved 2021/02/26.
• 2、 Li, Xuemin,Zhang, Beibei,Zhang, Jingran,Wang, Xi,Zhang, Dongke,Du, Yunfei,Zhao, Kang. "Synthesis of 3-Methylthioindoles via Intramolecular Cyclization of 2-Alkynylanilines Mediated by DMSO/DMSO-d6 and SOCl2". . p. 1211 - 1224. Retrieved 2021/05/04.