1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine

Base Information

• Chemical Name: 1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine
• CAS No.: 830-94-4
• Molecular Formula: C11H13ClN2
• Molecular Weight: 208.69
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00542091
• Nikkaji Number: J2.419.117F
• Wikidata: Q72451647
• Mol file: 830-94-4.mol

Synonyms:5-CHLOROGRAMINE;830-94-4;1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine;MFCD01074497;3-(dimethylaminomethyl)-5-chloro-1H-indole;5-chloro gramine;SCHEMBL443368;DTXSID00542091;ILGPJIAGKMKHPE-UHFFFAOYSA-N;AKOS005259072;5-chloro-3-[(dimethylamino)methyl]indole;AC-27831;BS-29477;5-chloro-3-[(dimethylamino)methyl] indole;5-Chloro-3-(dimethylaminomethyl)-1H-indole;A19212;C-4080;1H-Indole-3-methanamine, 5-chloro-N,N-dimethyl-;(5-chloro-1H-indol-3-yl)-N,N-dimethylmethanamine

Chemical Property of 1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine

Chemical Property:

• Boiling Point: 327.421 °C at 760 mmHg
• Flash Point: 151.819 °C
• PSA: 19.03000
• Density: 1.225 g/cm³
• LogP: 2.88290
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 208.0767261
• Heavy Atom Count: 14
• Complexity: 196

Purity/Quality:

97% ^*data from raw suppliers

5-Chlorogramine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine

There total 5 articles about 1-(5-Chloro-1H-indol-3-yl)-N,N-dimethylmethanamine 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%

5-chloro-1H-indole (17422-32-1) + eschenmoser's salt (33797-51-2) → 3-(dimethylaminomethyl)-5-chloro-1H-indole (830-94-4)

Guidance literature:

In dichloromethane;

DOI:10.1021/jm0700619

Reference yield: 61.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 5-chloro-1H-indole (17422-32-1) + N,N-dimethylammonium chloride (506-59-2) → 3-(dimethylaminomethyl)-5-chloro-1H-indole (830-94-4)

Guidance literature:

With acetic acid; triethylamine; In 1,4-dioxane; water; at 20 ℃; for 23h;

DOI:10.1021/acs.joc.9b00039

Reference yield: 40.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 5-chloro-1H-indole (17422-32-1) + dimethyl amine (124-40-3) → 3-(dimethylaminomethyl)-5-chloro-1H-indole (830-94-4)

Guidance literature:

formaldehyd; 5-chloro-1H-indole; dimethyl amine; With acetic acid; In tetrahydrofuran; 1,4-dioxane; water; at 0 - 20 ℃; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1002/anie.200904388

upstream raw materials:

5-chloro-1H-indole

eschenmoser's salt

formaldehyd

dimethyl amine

Downstream raw materials:

2-(5-chloro-1H-indol-3-yl)acetonitrile

2-amino-3-(5-chloro-1H-indol-3-yl)propanoic acid

C₂₂H₂₂ClF₂N₂O₃P