1H-Benzimidazole-2-carboxaldehyde Chemical Properties

Melting point:

224°C

Boiling point:

361.8±25.0 °C(Predicted)

Density 

1.368±0.06 g/cm3(Predicted)

storage temp. 

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

form 

solid

pka

10.61±0.10(Predicted)

color 

Light yellow to yellow

InChI

InChI=1S/C8H6N2O/c11-5-8-9-6-3-1-2-4-7(6)10-8/h1-5H,(H,9,10)

InChIKey

DQOSJWYZDQIMGM-UHFFFAOYSA-N

SMILES

C1(C=O)NC2=CC=CC=C2N=1

CAS DataBase Reference

3314-30-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

HazardClass 

IRRITANT

HS Code 

2933499090

1H-Benzimidazole-2-carboxaldehyde Usage And Synthesis

Definition

ChEBI: 1H-benzimidazole-2-carbaldehyde is a benzimidazolecarbaldehyde.

Synthesis

General procedure for the synthesis of 1H-benzimidazole-2-carbaldehyde from 2-(dichloromethyl)-1H-benzo[d]imidazole: 15 mL (276 mmol, 6.6 eq.) of concentrated sulfuric acid was slowly added dropwise to a reaction vial containing 8.40 g (41.8 mmol) of 2-(dichloromethyl)-1H-benzo[d]imidazole (Compound L5), and the formation of yellow bubbles was observed. After completion of dropwise addition, stirring was continued for 10 min to ensure complete dissolution of compound L5. Subsequently, the reaction mixture was heated in an oil bath at 80 °C for 1 h. The heating was stopped after completion of the reaction. After the reaction mixture was cooled to room temperature, 150 mL of ice water was added and the pH was adjusted with 4 N NaOH aqueous solution to 7. At this point, a yellow solid precipitated from the solution. The solid product was collected by filtration and dried to give 5.21 g of 1H-benzimidazole-2-carbaldehyde (compound L6) in 85.3% yield.

References

[1] Patent: CN104211632, 2016, B. Location in patent: Paragraph 0131; 0132
[2] Pharmazie, 1980, vol. 35, # 10, p. 585 - 586

1H-Benzimidazole-2-carboxaldehyde(3314-30-5)Related Product Information

• Benzimidazole
• 5-Amino-1,3-dihydro-2H-benzimidazol-2-one
• 2-Chlorobenzimidazole
• benzimidazolone
• Phenformin
• 2-Mercaptobenzimidazole
• 2-Aminobenzimidazole
• 2-Methylbenzimidazole
• 1H-BENZOIMIDAZOLE-4-CARBOXYLIC ACID
• 4-Benzothiazolamine (9CI)
• 2-Acetylbenzimidazole
• 1H-Benzimidazole-2-carboxaldehyde,1-methyl-(9CI),1-METHYL-1H-BENZIMIDAZOLE-2-CARBOXALDEHYDE
• 1-Tritylimidazole-4-carboxaldehyde
• 1H-Benzimidazole-6-carboxaldehyde, 1-methyl- (9CI)
• 1H-Benzimidazole-5-carboxaldehyde,1-methyl-,1H-Benzimidazole-5-carboxaldehyde, 1-methyl- (9CI),1-Methyl-1H-benzimidazole-5-carboxaldehyde
• 3-(MORPHOLIN-4-YLMETHYL)ANILINE
• 1H-BENZIMIDAZOLE-5-CARBOXALDEHYDE,1H-BENZIMIDAZOLE-5-CARBOXALDEHYDE 97+%,1H-Benzimidazole-5-carboxaldehyde (9CI)
• Imidazole-2-carboxaldehyde