Gramine methiodide

Base Information

• Chemical Name: Gramine methiodide
• CAS No.: 5457-31-8
• Molecular Formula: C12H17N2+
• Molecular Weight: 316.185
• European Community (EC) Number: 663-189-4
• NSC Number: 24943
• UNII: 49388CS28A
• DSSTox Substance ID: DTXSID50202991
• Wikidata: Q27259218
• Mol file: 5457-31-8.mol

Synonyms:Gramine methiodide;Gramine methiodide [MI];5457-31-8;(3-Indolylmethyl)trimethylammonium iodide;UNII-49388CS28A;DONAXINE iodomethylate;Ammonium, (indol-3-ylmethyl)trimethyl-, iodide;49388CS28A;1H-Indole-3-methanaminium, N,N,N-trimethyl-, iodide;1H-Indole-3-methanaminium, N,N,N-trimethyl-, iodide (1:1);NSC 24943;NSC-24943;1H-indol-3-ylmethyl(trimethyl)azanium;iodide;1H-indol-3-ylmethyl(trimethyl)azanium iodide;SCHEMBL8721749;DTXSID50202991;STGYYGWMNTXYAJ-UHFFFAOYSA-M;NSC24943;AKOS002337009;(1H-INDOL-3-YLMETHYL)TRIMETHYLAZANIUM IODIDE;Q27259218

Chemical Property of Gramine methiodide

Chemical Property:

• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 316.04365
• Heavy Atom Count: 15
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C[N+](C)(C)CC1=CNC2=CC=CC=C21.[I-]

Technology Process of Gramine methiodide

There total 1 articles about Gramine methiodide 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:

3-(Dimethylaminomethyl)indole (87-52-5) + methyl iodide (74-88-4) → tertamethylammonium iodide (75-58-1) + (3-indolylmethyl)trimethylammonium iodide (5457-31-8) + bis(indol-3-ylmethyl)dimethylammonium iodide (76599-77-4)

Guidance literature:

DOI:10.1021/jo00322a038

Reference yield: 97.0%

(3-indolylmethyl)trimethylammonium iodide (5457-31-8) → acetone (67-64-1)

Guidance literature:

With N-iodo-succinimide; In tetrahydrofuran; for 1h; Ambient temperature; in the dark;

DOI:10.1021/jo00322a041

Reference yield: 92.0%

indole (120-72-9) + (3-indolylmethyl)trimethylammonium iodide (5457-31-8) → 3,3'-diindolylmethane (1968-05-4)

Guidance literature:

In water; at 80 ℃; regioselective reaction; Sealed tube; Green chemistry;

DOI:10.1021/acs.joc.8b01349

upstream raw materials:

3-(Dimethylaminomethyl)indole

methyl iodide

Downstream raw materials:

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

indole-3-acetonitrile

acetylamino-indol-3-ylmethyl-malonic acid diethyl ester

3-benzyl-1H-indole

Refernces