ISOQUINOLINE-1-CARBALDEHYDE Chemical Properties

Melting point:

55-55.5 °C

Boiling point:

308.6±15.0 °C(Predicted)

Density 

1.223±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Store in freezer, under -20°C

pka

2.06±0.30(Predicted)

Appearance

Off-white to pink Solid

Safety Information

Hazard Codes 

Xn

Risk Statements 

22-36-20/21/22

Safety Statements 

26-36/37-24/25

HS Code 

29334900

ISOQUINOLINE-1-CARBALDEHYDE Usage And Synthesis

Chemical Properties

Yellow solid

Synthesis

1. Synthesis of 1-isoquinolinecarboxaldehyde: 1-methylisoquinoline (300 mg, 2.10 mmol) was dissolved in 1,4-dioxane (20 mL). Selenium dioxide (323 mg, 2.91 mmol) was added to the solution, followed by heating and refluxing under nitrogen protection for 1.5 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was filtered through diatomaceous earth. The filtrate was distilled under reduced pressure to remove the solvent. The resulting residue was purified by silica gel column chromatography using n-hexane/ethyl acetate (5:1, v/v) as eluent, and the eluent grades containing the target product were collected, resulting in 1-isoquinolinecarboxaldehyde (252 mg, 77% yield) as a white solid. The structure of the product was confirmed by 1H-NMR (CDCl3) δ: 7.73-7.79 (m, 2H), 7.88-7.93 (m, 2H), 8.74-8.76 (m, 1H), 9.30-9.33 (m, 1H), 10.39 (s, 1H) and MS (ESI) m/z 158 (M++1).

References

[1] Patent: EP1346982, 2003, A1
[2] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 3, p. 1201 - 1212
[3] Journal of Medicinal Chemistry, 2018, vol. 61, # 7, p. 2753 - 2775
[4] Organic and Biomolecular Chemistry, 2012, vol. 10, # 6, p. 1239 - 1245
[5] Patent: CN103570683, 2018, B. Location in patent: Paragraph 0221; 0226-0228

ISOQUINOLINE-1-CARBALDEHYDE(4494-18-2)Related Product Information

• Isoquinoline-1-carboxylic acid
• ISOQUINOLINE-5-CARBALDEHYDE
• ISOQUINOLINE-4-CARBALDEHYDE
• Isoquinoline-3-carbaldehyde
• Isoquinoline-5-sulphonyl chloride hydrochloride
• ISOQUINOLINE-5-SULFONYL CHLORIDE
• Isoquinolin-3-ylMethanaMine hydrochloride
• 1-ISOQUINOLINEMETHANOL
• ISOQUINOLINE-1-CARBOXYLIC ACID METHYL ESTER
• Isoquinoline-3-carboxylic acid
• ISOQUINOLINE-1,3,4-TRIONE
• 7-Isoquinolinecarbonitrile(9CI)
• 6-Isoquinolinecarboxaldehyde (9CI)
• ISOQUINOLINE N-OXIDE
• 8-Isoquinolinecarbonitrile(9CI)
• ETHYL ISOQUINOLINE-3-CARBOXYLATE
• ISOQUINOLINE-5-CARBOXYLIC ACID
• 7-Isoquinolinecarboxaldehyde (6CI,9CI)