2-PHENYLINDOLE-3-CARBOXALDEHYDE

Base Information

• Chemical Name: 2-PHENYLINDOLE-3-CARBOXALDEHYDE
• CAS No.: 25365-71-3
• Molecular Formula: C15H11 N O
• Molecular Weight: 221.258
• Hs Code.: 29339900
• Mol file: 25365-71-3.mol

Synonyms:Indole-3-carboxaldehyde,2-phenyl- (8CI); 2-Phenyl-1H-indole-3-carboxaldehyde; 2-Phenyl-3-formylindole;2-Phenyl-3-indolecarboxaldehyde; 2-Phenylindole-3-carbaldehyde;3-Formyl-2-phenylindole

Chemical Property of 2-PHENYLINDOLE-3-CARBOXALDEHYDE

Chemical Property:

• Vapor Pressure: 9.47E-09mmHg at 25°C
• Melting Point: 249-253 °C(lit.)
• Boiling Point: 462.9 °C at 760 mmHg
• PKA: 15.30±0.30(Predicted)
• Flash Point: 237.5 °C
• PSA: 32.86000
• Density: 1.237 g/cm³
• LogP: 3.64740
• Storage Temp.: Inert atmosphere,Room Temperature
• Sensitive.: Air Sensitive

Purity/Quality:

99% ^*data from raw suppliers

2-Phenyl-1H-indole-3-carbaldehyde ^*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: Reactant for preparation of: Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulatorsPyrimidinones via Biginelli reaction as antimicrobial agents[(phenyl)pyrazolyl]indole derivatives as antiinflammatory agents and analgesicsIndole thiophene chalcones via Claisen-Schmidt condensation as antimicrobial and antioxidant agentsBenzofuranone attached indole derivatives as PI3K inhibitorsIonone-based chalcones as novel antiandrogensOxazolylindoles as antiinflammatory agents for edema

Technology Process of 2-PHENYLINDOLE-3-CARBOXALDEHYDE

There total 50 articles about 2-PHENYLINDOLE-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: 97.0%

2-phenyl-indole (948-65-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-phenyl-1H-indol-3-carboxaldehyde (25365-71-3)

Guidance literature:

With trichlorophosphate;

Reference yield: 95.0%

2-chloroindole-3-carboxaldehyde (5059-30-3) + phenylboronic acid (98-80-6) → 2-phenyl-1H-indol-3-carboxaldehyde (25365-71-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; toluene; at 130 ℃; for 3h;

Reference yield: 93.0%

2-phenyl-indole (948-65-2) → 2-phenyl-1H-indol-3-carboxaldehyde (25365-71-3)

Guidance literature:

2-phenyl-indole; With N,N-dimethyl-formamide; trichlorophosphate; In N,N-dimethyl-formamide; at 10 - 50 ℃;

With sodium hydrogencarbonate; In water; at 60 ℃; for 0.25h;

upstream raw materials:

2-phenyl-indole

chloroform

N-methyl-N-phenylformamide

hexamethylenetetramine

Downstream raw materials:

1-Ethyl-2-phenylindole-3-carboxaldehyde

3-(3-formyl-2-phenyl-indol-1-yl)-propionitrile

ethyl (2E)-2-cyano-3-(2-phenyl-1H-indol-3-yl)acrylate

3t-(2-phenyl-indol-3-yl)-1-p-tolyl-propenone

Refernces

• 1、 Somei, Masanori,Sayama, Shinsuke,Naka, Katsumi,Yamada, Fumio. "A CONVENIENT SYNTHETIC METHOD OF 2-SUBSTITUTED INDOLES AND ITS APPLICATION FOR THE SYNTHESIS OF NATURAL ALKALOID, BORRERINE". . p. 1585 - 1588. Retrieved 1988.
• 2、 Lin, Jin-Hong,Xiao, Ji-Chang,Zhu, Yu-Rong. "Triphenylphosphine/1,2-Diiodoethane-Promoted Formylation of Indoles with N, N -Dimethylformamide". supporting information. . Retrieved 2021/11/22.
• 3、 Mandrekar, Ketan S.,Tilve, Santosh G.. "Molecular iodine mediated oxidative cleavage of the C-N bond of aryl and heteroaryl (dimethylamino)methyl groups into aldehydes". supporting information. p. 4152 - 4155. Retrieved 2021/03/15.