119668-50-7

Basic information

• Product Name: N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97
• Synonyms: N,N-diethylindole-1-carboxamide;N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97
• CAS NO: 119668-50-7
• Molecular Formula: C₁₃H₁₆N₂O
• Molecular Weight: 216.282
• Product Categories: Heterocyclic Compounds
• Mol File: 119668-50-7.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 140-147 °C/0.8 mmHg
• Flash Point: 110 °C
• Appearance: /
• Density: 1.089 g/mL at 25 °C
• Vapor Pressure: 0.00015mmHg at 25°C
• Refractive Index: n20/D 1.575
• CAS DataBase Reference: N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97(CAS DataBase Reference)
• NIST Chemistry Reference: N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97(119668-50-7)
• EPA Substance Registry System: N N-DIETHYL-1H-INDOLE-1-CARBOXAMIDE 97(119668-50-7)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 119668-50-7(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 119668-50-7 differently. You can refer to the following data:
1. reactant in preparation of substituted indoles via ortho-metalation and Suzuki-Miyaura cross coupling.
2. reactant in preparation of substituted indoles via ortho-metalation and Suzuki-Miyaura cross coupling

InChI:InChI=1/C13H16N2O/c1-3-14(4-2)13(16)15-10-9-11-7-5-6-8-12(11)15/h5-10H,3-4H2,1-2H3

Upstream product

• 120-72-9 indole 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 61589-12-6 N-(N',N'-diethylcarbamyl)indoline 
• 110-62-3 pentanal 
• 1239950-36-7 3-iodoindole-1-carboxylic acid diethylamide 
• 100-52-7 benzaldehyde 
• 75-07-0 acetaldehyde 

Downstream Products

• 120-72-9 indole 
• 858647-69-5 N,N-diethyl-2-phenyl-1H-indole-1-carboxamide 
• 1335095-78-7 C₁₉H₂₀N₂O 
• 137777-60-7 2-(2-Benzyl-1,3-dithian-2-yl)-1-(diethylcarbamoyl)indole 
• 548775-58-2 2-trimethylsilanyl-indole-1-carboxylic acid diethylamide 
• 548775-90-2 7-phenyl-indole-1-carboxylic acid diethylamide 
• 52886-06-3 hippadine 
• 1863-21-4 7-(phenyl)-1H-indole 
• 933-67-5 7-methyl-1H-indole 

Relevant articles and documents

Re-Catalyzed Annulations of Weakly Coordinating N-Carbamoyl Indoles/Indolines with Alkynes via C?H/C?N Bond Cleavage

Described herein are rhenium-catalyzed [3+2] annulations of N-carbamoyl indoles with alkynes via C?H/C?N bond cleavage, which provide rapid access to fused-ring pyrroloindolone derivatives. For the first time, the weakly coordinating O-directing group was successfully employed in rhenium-catalyzed C?H activation reactions, enabled by the unique catalytic trio of Re2(CO)10, Me2Zn and ZnCl2. Mechanistic studies revealed that aminozinc species plays an important role in the reaction. Based on the mechanistic understanding, a more powerful catalytic trio of Re2(CO)10, [MeZnNPh2]2 and Zn(OTf)2 was devised and applied successfully in the [4+2] annulations of indolines and alkynes affording pyrroloquinolinone derivatives.

C-H activation by amide chelation control: Ruthenium-catalyzed direct synthesis of 2-Aryl-3-furanamides

A new, catalytic methodology for the synthesis of heterobiaryls by the ruthenium-catalyzed C-H activation/cross-coupling of heterocyclic amides with aryl boroneopentylates is surveyed. From this survey, the highly regioselective reaction of furan-3-carboxamide to give 2-aryl-3-furanamides is optimized and generalized in scope with respect to the aryl boroneopentylate coupling partners. Established thereby is a one-step synthetic method which may supercede the broadly applied two-step directed ortho metalation (DoM)-cross coupling reaction involving cryogenic and strong base conditions and which has potential for further ortho and remote metalation chemistry.

Automated generation and reactions of 3-hydroxymethylindoles in continuous-flow microreactors

An automated sequential approach for the generation and reactions of 3-hydroxymethylindoles in continuous-flow microreactors is described. Consecutive halogen-magnesium exchanges of four 3-iodoindoles followed by addition to three aldehydes provided twelv