6-FLUOROINDOLE-3-CARBOXALDEHYDE

Base Information

• Chemical Name: 6-FLUOROINDOLE-3-CARBOXALDEHYDE
• CAS No.: 2795-41-7
• Molecular Formula: C9H6FNO
• Molecular Weight: 163.151
• Hs Code.: 29339900
• Mol file: 2795-41-7.mol

Synonyms:6-Fluoro-1H-indole-3-carboxaldehyde;Indole-3-carboxaldehyde,6-fluoro- (7CI,8CI);6-Fluoroindole-3-carboxaldehyde;NSC 96903;

Chemical Property of 6-FLUOROINDOLE-3-CARBOXALDEHYDE

Chemical Property:

• Appearance/Colour: Yellowish to light brownish powder
• Vapor Pressure: 5.92mmHg at 25°C
• Melting Point: 174-178°C
• Refractive Index: 1.314
• Boiling Point: 342.4 °C at 760 mmHg
• PKA: 14.90±0.30(Predicted)
• Flash Point: 160.9 °C
• PSA: 32.86000
• Density: 1.385 g/cm³
• LogP: 2.11950
• Storage Temp.: −20°C
• Solubility.: Soluble in methanol.

Purity/Quality:

98%min ^*data from raw suppliers

6-Fluoroindole-3-carboxaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 6-Fluoroindole-3-carboxaldehyde is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Technology Process of 6-FLUOROINDOLE-3-CARBOXALDEHYDE

There total 3 articles about 6-FLUOROINDOLE-3-CARBOXALDEHYDE 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: 96.0%

6-fluoro-1H-indole (399-51-9) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 6-fluoro-1H-indole-3-carbaldehyde (2795-41-7)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; Cooling with ice;

6-fluoro-1H-indole; In N,N-dimethyl-formamide; at 20 ℃; Cooling with ice;

With water; potassium hydroxide; In N,N-dimethyl-formamide; Reflux;

DOI:10.1021/ja9024885

Reference yield: 66.0%

6-fluoro-1H-indole (399-51-9) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 6-fluoro-1H-indole-3-carbaldehyde (2795-41-7)

Guidance literature:

With iron(III) chloride; ammonia; In water; N,N-dimethyl-formamide; at 130 ℃; for 4.5h;

DOI:10.1055/s-0036-1589079

Reference yield: 65.0%

6-fluoro-1H-indole (399-51-9) + hexamethylenetetramine (100-97-0) → 6-fluoro-1H-indole-3-carbaldehyde (2795-41-7)

Guidance literature:

With aluminum (III) chloride; In N,N-dimethyl-formamide; at 120 ℃; for 4.5h;

upstream raw materials:

6-fluoro-1H-indole

N,N-dimethyl-formamide

formaldehyd

hexamethylenetetramine

Downstream raw materials:

680C91

C₁₉H₁₅FN₄O

6-Fluoro-1H-indole-3-carbonitrile

(E)-3-(6-fluoro-1H-indol-3-yl)acrylic acid

Refernces

• 1、 Toublet, Fran?ois-Xavier,Lalut, Julien,Hatat, Bérénice,Lecoutey, Cédric,Davis, Audrey,Since, Marc,Corvaisier, Sophie,Freret, Thomas,Sopková-de Oliveira Santos, Jana,Claeysen, Sylvie,Boulouard, Michel,Dallemagne, Patrick,Rochais, Christophe. "Pleiotropic prodrugs: Design of a dual butyrylcholinesterase inhibitor and 5-HT6 receptor antagonist with therapeutic interest in Alzheimer's disease". . . Retrieved 2020/12/15.
• 2、 Christmann, Mathias,He, Guoli,List, Benjamin. "Unified Synthesis of Polycyclic Alkaloids by Complementary Carbonyl Activation**". supporting information. p. 13591 - 13596. Retrieved 2021/05/07.