2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE

Base Information

• Chemical Name: 2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE
• CAS No.: 37125-92-1
• Molecular Formula: C12H16N2
• Molecular Weight: 188.272
• Hs Code.: 2933990090
• Mol file: 37125-92-1.mol

Synonyms:Indole,3-[(dimethylamino)methyl]-2-methyl- (6CI,7CI);2-Methylgramine;3-[(Dimethylamino)methyl]-2-methylindole;NSC 24942;2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE;

Chemical Property of 2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE

Chemical Property:

• Vapor Pressure: 0.000631mmHg at 25°C
• Melting Point: 120-121 °C(Solv: acetone (67-64-1); ethanol (64-17-5))
• Refractive Index: 1.618
• Boiling Point: 309.6 °C at 760 mmHg
• PKA: 17.57±0.30(Predicted)
• Flash Point: 141.1 °C
• PSA: 19.03000
• Density: 1.077 g/cm³
• LogP: 2.53790

Purity/Quality:

98%min ^*data from raw suppliers

2-?Methyl-?3-?N,?N-?dimethylaminomethyli?ndole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE

There total 5 articles about 2-METHYL-3-N,N-DIMETHYLAMINOMETHYLINDOLE 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: 80.0%

2-methyl-1H-indole (95-20-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + dimethyl amine (124-40-3) → 2-methylgramine (37125-92-1)

Guidance literature:

With acetic acid; In 1,4-dioxane; stirring overnight;

Reference yield: 38.0%

2-methyl-1H-indole (95-20-5) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + N,N-dimethylammonium chloride (506-59-2) → 2-methylgramine (37125-92-1)

Guidance literature:

With acetic acid; triethylamine; In 1,4-dioxane; water; at 40 ℃; for 3h;

DOI:10.1021/acs.joc.9b00039

Reference yield:

2-methyl-1H-indole (95-20-5) + aqueous dimethylamine → 2-methylgramine (37125-92-1)

Guidance literature:

With sodium hydroxide; formaldehyd; In 1,4-dioxane; hydrogenchloride;

upstream raw materials:

2-methyl-1H-indole

formaldehyd

dimethyl amine

eschenmoser's salt

Downstream raw materials:

3-<2-(N-benzyloxycarbonyl-L-prolylamido)-2,2-diethoxycarbonylethyl>-2-methylindole

2-methyl-1H-indole-3-carbaldehyde

diethyl 2-((2-methyl-1H-indol-3-yl)methyl)malonate

Refernces

• 1、 Gao, Xiaoshuang,Yuan, Yao,Xie, Xiaomin,Zhang, Zhaoguo. "Visible-light-induced cascade dearomatization cyclization between alkynes and indole-derived bromides: A facile strategy to synthesize spiroindolenines". . p. 14047 - 14050. Retrieved 2020.
• 2、 Tang, Shi,Ding, Shumin,Li, Dan,Li, Lianjie,Zhao, Haixia,Chai, Minxue,Wang, Jian. "Palladium-catalysed imidoylative spirocyclization of 3-(2-isocyanoethyl)indoles". supporting information. p. 10576 - 10579. Retrieved 2021/10/19.