6-Methoxygramine

Base Information

• Chemical Name: 6-Methoxygramine
• CAS No.: 62467-65-6
• Molecular Formula: C12H16N2O
• Molecular Weight: 204.272
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10402132
• Nikkaji Number: J2.419.120F
• Wikidata: Q72489938
• Mol file: 62467-65-6.mol

Synonyms:6-Methoxygramine;62467-65-6;1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine;N,N-Dimethyl-6-methoxy-1H-indole-3-methanamine;SCHEMBL2002124;DTXSID10402132;MGXIQKFKOYJROW-UHFFFAOYSA-N;AC6489;MFCD01074507;AKOS005258985;SY249378;3-(Dimethylaminomethyl)-6-methoxy-1H-indole;CS-0000022;FT-0621192;M-3420;25-DICHLORO-4-NITRO-SALICYLANILIDECARBONYL-2-AMINOETHANOL

Chemical Property of 6-Methoxygramine

Chemical Property:

• Vapor Pressure: 0.000126mmHg at 25°C
• Melting Point: 92-96 °C(lit.)
• Refractive Index: 1.608
• Boiling Point: 334.7 °C at 760 mmHg
• Flash Point: 156.2 °C
• PSA: 28.26000
• Density: 1.119 g/cm³
• LogP: 2.23810
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 204.126263138
• Heavy Atom Count: 15
• Complexity: 208

Purity/Quality:

98%Min ^*data from raw suppliers

6-Methoxygramine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=CNC2=C1C=CC(=C2)OC

Technology Process of 6-Methoxygramine

There total 6 articles about 6-Methoxygramine 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: 100.0%

6-methoxylindole (3189-13-7) + N,N-dimethyl(methylene)ammonium chloride (30354-18-8) → 1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6)

Guidance literature:

In dichloromethane;

DOI:10.1021/jo035606v

Reference yield: 96.0%

6-methoxylindole (3189-13-7) + formaldehyd (50-00-0,30525-89-4,61233-19-0) + dimethyl amine (124-40-3) → 1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6)

Guidance literature:

In acetic acid; for 15h; Ambient temperature;

DOI:10.1016/S0040-4020(98)00543-2

Reference yield: 81.0%

6-methoxy-indole-3-carboxylic acid dimethylamide (27409-15-0) → 1-(6-methoxy-1H-indol-3-yl)-N,N-dimethylmethanamine (62467-65-6)

Guidance literature:

6-methoxy-indole-3-carboxylic acid dimethylamide; With n-butyllithium; In hexane; toluene; at 0 - 5 ℃; Inert atmosphere;

With diisobutylaluminium hydride; In hexane; toluene; at 0 - 50 ℃; Inert atmosphere;

DOI:10.1055/s-0028-1088071

upstream raw materials:

6-methoxylindole

formaldehyd

dimethyl amine

1,4-dioxane

Downstream raw materials:

6-Methoxy-tryptophan

2-(6-methoxy-1H-indol-3-yl)acetonitrile

2-(6-methoxy-1H-indol-3-yl)acetic acid

6-methoxy-1H-indole-3-acetic acid methyl ester

Refernces

• 1、 Nair, Vaishnavi N.,Kojasoy, Volga,Laconsay, Croix J.,Kong, Wang Yeuk,Tantillo, Dean J.,Tambar, Uttam K.. "Catalyst-Controlled Regiodivergence in Rearrangements of Indole-Based Onium Ylides". supporting information. p. 9016 - 9025. Retrieved 2021/06/30.
• 2、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 77; 78. . Retrieved 2018/12/12.