N,N-Diethyl-1H-indole-1-carboxamide

Base Information

• Chemical Name: N,N-Diethyl-1H-indole-1-carboxamide
• CAS No.: 119668-50-7
• Molecular Formula: C13H16 N2 O
• Molecular Weight: 216.283
• European Community (EC) Number: 631-444-9
• DSSTox Substance ID: DTXSID90457261
• Nikkaji Number: J1.919.319E
• Wikidata: Q82280041
• Mol file: 119668-50-7.mol

Synonyms:N,N-Diethyl-1H-indole-1-carboxamide;119668-50-7;N,N-diethylindole-1-carboxamide;N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97;SCHEMBL2692515;DTXSID90457261;DNEILLNCDATSFX-UHFFFAOYSA-N;N,N-Diethyl-1H-indole-1-carboxamide, 97%;J-004170

Chemical Property of N,N-Diethyl-1H-indole-1-carboxamide

Chemical Property:

• Vapor Pressure: 0.00015mmHg at 25°C
• Refractive Index: n20/D 1.575
• Boiling Point: 140-147 °C/0.8 mmHg
• Flash Point: 110 °C
• PSA: 25.24000
• Density: 1.089 g/mL at 25 °C
• LogP: 2.95120
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 216.126263138
• Heavy Atom Count: 16
• Complexity: 250

Purity/Quality:

98%,99%, ^*data from raw suppliers

N,N-Diethyl-1H-indole-1-carboxamide 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)N1C=CC2=CC=CC=C21
• Uses: reactant in preparation of substituted indoles via ortho-metalation and Suzuki-Miyaura cross coupling. reactant in preparation of substituted indoles via ortho-metalation and Suzuki-Miyaura cross coupling

Technology Process of N,N-Diethyl-1H-indole-1-carboxamide

There total 5 articles about N,N-Diethyl-1H-indole-1-carboxamide 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%

indole (120-72-9) + N,N-diethylcarbamyl chloride (88-10-8) → indole-1-carboxylic acid diethylamide (119668-50-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ol0344772

Reference yield: 82.0%

N-(N',N'-diethylcarbamyl)indoline (61589-12-6) → indole-1-carboxylic acid diethylamide (119668-50-7)

Guidance literature:

With manganese triacetate; In acetic acid; at 70 ℃; for 3h;

DOI:10.1016/S0040-4039(00)86696-4

Reference yield: 63.0%

3-iodoindole-1-carboxylic acid diethylamide (1239950-36-7) + acetaldehyde (75-07-0,9002-91-9) → indole-1-carboxylic acid diethylamide (119668-50-7) + 3-(1-hydroxyethyl)indole-1-carboxylic acid diethylamide (105949-28-8)

Guidance literature:

3-iodoindole-1-carboxylic acid diethylamide; With TurboGrignard; In tetrahydrofuran; at 0 ℃; for 0.2h;

acetaldehyde; In tetrahydrofuran; at 0 ℃; for 0.116667h;

DOI:10.1002/chem.200903284

upstream raw materials:

indole

N,N-diethylcarbamyl chloride

N-(N',N'-diethylcarbamyl)indoline

pentanal

Downstream raw materials:

2-trimethylsilanyl-indole-1-carboxylic acid diethylamide

7-methyl-1H-indole

7-(phenyl)-1H-indole

hippadine