N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide

Base Information

• Chemical Name: N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide
• CAS No.: 548775-58-2
• Molecular Formula: C16H24N2OSi
• Molecular Weight: 288.465
• European Community (EC) Number: 693-606-5
• DSSTox Substance ID: DTXSID90696577
• Nikkaji Number: J1.919.320I
• Wikidata: Q82626243
• Mol file: 548775-58-2.mol

Synonyms:548775-58-2;N,N-DIETHYL-2-(TRIMETHYLSILYL)INDOLE-1-CARBOXAMIDE;N,N-Diethyl-2-(trimethylsilyl)-1H-indole-1-carboxamide;starbld0007046;DTXSID90696577;N-(diethylcarbamoyl)-2-trimethylsilylindole;N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide, 90%

Chemical Property of N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide

Chemical Property:

• Refractive Index: n20/D 1.555
• Flash Point: 110 °C
• PSA: 25.24000
• Density: 1.030 g/mL at 25 °C
• LogP: 3.49640
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 288.165789928
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide 90% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)N1C2=CC=CC=C2C=C1[Si](C)(C)C

Technology Process of N,N-Diethyl-2-(trimethylsilyl)indole-1-carboxamide

There total 3 articles about N,N-Diethyl-2-(trimethylsilyl)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: 84.0%

chloro-trimethyl-silane (75-77-4) + indole-1-carboxylic acid diethylamide (119668-50-7) → 2-trimethylsilanyl-indole-1-carboxylic acid diethylamide (548775-58-2)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; hexane; at -78 ℃; for 3h;

DOI:10.1021/ol0344772

Reference yield:

indole (120-72-9) → 2-trimethylsilanyl-indole-1-carboxylic acid diethylamide (548775-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / various solvent(s); tetrahydrofuran / 20 °C

2: 84 percent / tert-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; hexane;

DOI:10.1021/ol0344772

Reference yield:

N,N-diethylcarbamyl chloride (88-10-8) → 2-trimethylsilanyl-indole-1-carboxylic acid diethylamide (548775-58-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / NaH / various solvent(s); tetrahydrofuran / 20 °C

2: 84 percent / tert-butyllithium / hexane; tetrahydrofuran / 3 h / -78 °C

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; hexane;

DOI:10.1021/ol0344772

upstream raw materials:

chloro-trimethyl-silane

indole-1-carboxylic acid diethylamide

indole

N,N-diethylcarbamyl chloride

Downstream raw materials:

N,N-diethyl-2-phenyl-1H-indole-1-carboxamide

7-methyl-1H-indole

7-(phenyl)-1H-indole

hippadine