6-Methoxy-1H-indole-3-carbaldehyde Chemical Properties

Melting point:

185 °C

Boiling point:

375.2±22.0 °C(Predicted)

Density 

1.273±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

pka

15.73±0.30(Predicted)

form 

Solid

Appearance

Light brown to brown Solid

InChI

InChI=1S/C10H9NO2/c1-13-8-2-3-9-7(6-12)5-11-10(9)4-8/h2-6,11H,1H3

InChIKey

JTEFJNIWWXTBMP-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(OC)=C2)C(C=O)=C1

CAS DataBase Reference

70555-46-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi,Xn

Risk Statements 

22-36

Safety Statements 

26

HazardClass 

IRRITANT

HS Code 

2933998090

6-Methoxy-1H-indole-3-carbaldehyde Usage And Synthesis

Uses

6-Methoxy-1H-indole-3-carbaldehyde, is a building block used in various chemical synthesis.

Synthesis

GENERAL STEPS: 6-methoxyindole (33 mg) was dissolved in N,N-dimethylformamide (0.04 mL), and this solution was then slowly added dropwise to a pre-cooled mixture of N,N-dimethylformamide (0.07 mL) and phosphorous triclosan (0.07 mL) at 0°C. The reaction was carried out by stirring for 2.5 hours at room temperature. After the dropwise addition was completed, the reaction mixture was stirred for 2.5 hours at room temperature. Upon completion of the reaction, 6-methoxyindole-3-carboxaldehyde was isolated in 98% yield by appropriate post-treatment steps.

References

[1] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 15, p. 4541 - 4549
[2] Journal of Medicinal Chemistry, 2004, vol. 47, # 25, p. 6270 - 6282
[3] European Journal of Medicinal Chemistry, 2018, vol. 156, p. 344 - 367
[4] Journal of the Chemical Society, 1958, p. 3493,3494
[5] Synthetic Communications, 1992, vol. 22, # 14, p. 2077 - 2102

6-Methoxy-1H-indole-3-carbaldehyde(70555-46-3)Related Product Information

• 6-Methoxyindole
• p-Anisidine
• o-Anisaldehyde
• 4'-Methoxyacetophenone
• p-Anisaldehyde
• Indole
• 3-Methoxybenzaldehyde
• 4-Methoxybenzylchloride
• 2-Methoxyethanol
• (Trifluoromethoxy)benzene
• Anisole
• 6-METHOXYISOINDOLIN-1-ONE
• clometacin
• 4-METHOXY-1H-INDOLE-3-CARBALDEHYDE
• 4-Benzyloxyindole-3-carboxaldehyde
• 7-METHOXY-1H-INDOLE-3-CARBALDEHYDE
• 5-(Phenylmethoxy)-1H-indole-3-carbaldehyde
• 6-Benzyloxyindole-3-carboxaldehyde