4-(2-FURYL)ANILINE Chemical Properties

Melting point:

55.5-57

Boiling point:

276.8±15.0 °C(Predicted)

Density 

1.138±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

solid

pka

3.99±0.10(Predicted)

color 

Orange-brown

CAS DataBase Reference

59147-02-3

Safety Information

Hazard Codes 

Xi,T

Risk Statements 

25

Safety Statements 

45

HazardClass 

IRRITANT

HS Code 

2932190090

4-(2-FURYL)ANILINE Usage And Synthesis

Definition

ChEBI: 4-(2-Furyl)aniline is a substituted aniline.

Synthesis

General procedure for the synthesis of 4-(furan-2-yl)aniline from 2-furanboronic acid and p-iodoaniline: to a 20 mL Schlenk tube equipped with a magnetic stirrer were added sequentially p-iodoaniline (2 mmol), 2-furanboronic acid (2.4 mmol), K2CO3 (5 mmol), 10 mL of mixed solvents [H2O, H2O-MeOH (1:1), H2O-EtOH (1:1), H2O-EG (1:1)] and 0.01 M palladium catalyst PdCl2(L)2 or Pd[(L)4]Cl2 in MeOH (0.001-0.2 mol%). The reaction mixture was placed in a preheated oil bath and the temperature was set according to the solvent: 100°C for MeOH-H2O, 110°C for EtOH-H2O, 140°C for pure H2O, and 160°C for EG-H2O, and stirred under reflux conditions for the indicated time. Upon completion of the reaction, the mixture was cooled to room temperature, acidified with 5 M HCl (if desired), and subsequently diluted with 10 mL of H2O and 10 mL of Et2O (or EtOAc). The organic phase was separated and the aqueous phase was extracted with Et2O (or EtOAc) (2 x 10 mL). The organic layers were combined and washed sequentially with H2O (10 mL), saturated saline (10 mL) and dried over anhydrous Na2SO4. The ether solution was filtered through a silica gel short column and the filtrate was concentrated under reduced pressure to give pure 4-(furan-2-yl)aniline.

References

[1] Catalysis Communications, 2016, vol. 79, p. 17 - 20

4-(2-FURYL)ANILINE(59147-02-3)Related Product Information

• 5-(4-Nitrophenyl)-2-furaldehyde
• 5-(4-NITROPHENYL)-2-FUROIC ACID
• Dantrolene sodium salt
• 5-(2-METHOXY-4-NITROPHENYL)FURAN-2-CARBONYL CHLORIDE
• 5-(2-METHYL-4-NITROPHENYL)FURAN-2-CARBONYL CHLORIDE
• 5-(2-METHOXY-4-NITRO-PHENYL)-FURAN-2-CARBALDEHYDE
• ETHYL 5-(4-AMINOPHENYL)-2-METHYL-3-FUROATE
• TIMTEC-BB SBB006314
• 5-(4-NITROPHENYL)FURFURYL ALCOHOL
• ETHYL 2-METHYL-5-(4-NITROPHENYL)-3-FUROATE
• 5-(2-CHLORO-4-NITRO-PHENYL)-FURAN-2-CARBALDEHYDE
• 5-(2-CHLORO-4-NITROPHENYL)-2-FUROIC ACID
• N-(4-(6-DIMETHYLAMINO-2-BENZOFURANYL)PHENYL)ISOTHIOCYANATE
• 5-(2-BROMO-4-NITRO-PHENYL)-FURAN-2-CARBALDEHYDE
• N-(1-BUTYLCARBAMOYL-2-[5-(4-NITRO-PHENYL)-FURAN-2-YL]-VINYL)-4-METHYL-BENZAMIDE
• 3-(5-METHYL-2-FURYL)ANILINE
• 3-(2-FURYL)ANILINE,3-(2-Furyl)aniline 97%
• 4-(5-METHYL-2-FURYL)ANILINE