Indole, 3-(dimethylaminoacetyl)-

Base Information

• Chemical Name: Indole, 3-(dimethylaminoacetyl)-
• CAS No.: 30256-72-5
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.256
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90184348
• Wikidata: Q83055279
• ChEMBL ID: CHEMBL1721589
• Mol file: 30256-72-5.mol

Synonyms:INDOLE, 3-(DIMETHYLAMINOACETYL)-;2-(dimethylamino)-1-(1H-indol-3-yl)ethanone;BRN 0160879;3-(beta-Dimethylaminoacetyl) indole;30256-72-5;2-Dimethylamino-1-(1H-indol-3-yl)-ethanone;MLS000554951;CHEMBL1721589;DTXSID90184348;HMS2332I20;STK386419;AKOS001651267;CCG-110427;NCGC00182603-01;LS-82923;SMR000147068;EU-0009900

Chemical Property of Indole, 3-(dimethylaminoacetyl)-

Chemical Property:

• Vapor Pressure: 9.28E-06mmHg at 25°C
• Boiling Point: 372.9°Cat760mmHg
• Flash Point: 179.3°C
• PSA: 36.10000
• Density: 1.164g/cm³
• LogP: 1.91220
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC(=O)C1=CNC2=CC=CC=C21

Technology Process of Indole, 3-(dimethylaminoacetyl)-

There total 6 articles about Indole, 3-(dimethylaminoacetyl)- 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:

2-amino-1-(1H-indol-3-yl)ethan-1-one (87084-40-0) + methyl iodide (74-88-4) → 8-oxo-N,N-dimethyltryptamine (30256-72-5) + 8-keto-N,N,N-trimethyltryptamine + 1-indol-3-yl-2-methylamino-ethanone (15879-28-4)

Guidance literature:

With potassium hydrogencarbonate; In methanol;

DOI:10.1016/j.tet.2017.11.029

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) → 8-oxo-N,N-dimethyltryptamine (30256-72-5) + 8-keto-N,N,N-trimethyltryptamine + 1-indol-3-yl-2-methylamino-ethanone (15879-28-4)

Guidance literature:

Multi-step reaction with 4 steps

1: acetonitrile / 2 h / Reflux

2: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 2.5 h

3: palladium 10% on activated carbon; hydrogen / acetic acid / 15 h

4: potassium hydrogencarbonate / methanol

With palladium 10% on activated carbon; hydrogen; potassium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; methanol; acetic acid; acetonitrile;

DOI:10.1016/j.tet.2017.11.029

Reference yield:

2-(1H-indol-3-yl)-2-((trimethylsilyl)oxy)acetonitrile (444108-97-8) → 8-oxo-N,N-dimethyltryptamine (30256-72-5) + 8-keto-N,N,N-trimethyltryptamine + 1-indol-3-yl-2-methylamino-ethanone (15879-28-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / 1,4-dioxane / 2.5 h

2: palladium 10% on activated carbon; hydrogen / acetic acid / 15 h

3: potassium hydrogencarbonate / methanol

With palladium 10% on activated carbon; hydrogen; potassium hydrogencarbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In 1,4-dioxane; methanol; acetic acid;

DOI:10.1016/j.tet.2017.11.029

upstream raw materials:

3-chloroacetylindole

dimethyl amine

2-chloro-1-(1-chloroacetyl-indol-3-yl)-ethanone

Indole-3-carboxaldehyde