SALOR-INT L164526-1EA Chemical Properties

Melting point:

117-118 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))

Boiling point:

319.3±27.0 °C(Predicted)

Density 

2.177±0.06 g/cm3(Predicted)

storage temp. 

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

pka

13.70±0.50(Predicted)

Appearance

White to off-white Solid

InChI

InChI=1S/C5H4INO/c6-4-1-5(3-8)7-2-4/h1-3,7H

InChIKey

AEYJSULNKPFTAP-UHFFFAOYSA-N

SMILES

N1C=C(I)C=C1C=O

SALOR-INT L164526-1EA Usage And Synthesis

Synthesis

General procedure for the synthesis of 4-iodo-1H-pyrrole-2-carbaldehyde from 2-pyrrolecarboxaldehyde: 1H-pyrrole-2-carbaldehyde (7.0 g, 73.6 mmol) was dissolved in tetrahydrofuran (45 mL) and the solution was cooled to -75 °C. N-iodosuccinimide (19.8 g, 88.3 mmol) was added in batches over 20 minutes, followed by continuous stirring of the reaction mixture at -75 °C for 2 hours. Upon completion of the reaction, water and petroleum ether were added and the mixture was slowly warmed to room temperature. The organic layer was separated and the aqueous phase was extracted with petroleum ether. All organic layers were combined, washed sequentially with water and brine, dried with anhydrous sodium sulfate, filtered and concentrated under vacuum to afford 4-iodo-1H-pyrrole-2-carbaldehyde (13.2 g, 81% yield) as a black solid.

References

[1] Patent: WO2009/130481, 2009, A1. Location in patent: Page/Page column 107
[2] Bioorganic and Medicinal Chemistry Letters, 2003, vol. 13, # 24, p. 4515 - 4518

SALOR-INT L164526-1EA(33515-62-7)Related Product Information

• 4-IODO-2-(TRICHLOROACETYL)PYRROLE
• 4-IODOPYRROLE-2-CARBOXYLIC ACID METHYL ESTER
• SALOR-INT L164526-1EA
• 4-iodo-1H-pyrrole-2-carbohydrazide
• SPECS AQ-776/42801684
• 2-ACETYL-4-IODOPYRROLE
• 1-BENZYL-4-IODO-1H-PYRROLE-2-CARBALDEHYDE
• 4-iodo-1H-pyrrole-2-carboxylic acid