| Identification | More | [Name]
1H-Benzimidazole-2-carboxaldehyde | [CAS]
3314-30-5 | [Synonyms]
1H-BENZIMIDAZOLE-2-CARBALDEHYDE
1H-BENZIMIDAZOLE-2-CARBOXALDEHYDE
1H-BENZOIMIDAZOLE-2-CARBALDEHYDE
1H-BENZOIMIDAZOLE-2-CARBOXALDEHYDE
AKOS NCG1-0071
CHEMBRDG-BB 4300303
1H-Benzimidazole-2-carboxaldehyde(9CI)
Benzimidazole-2-carbaldehyde | [EINECS(EC#)]
222-004-3 | [Molecular Formula]
C8H6N2O | [MDL Number]
MFCD00228045 | [Molecular Weight]
146.15 | [MOL File]
3314-30-5.mol |
| Chemical Properties | Back Directory | [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) |
| Hazard Information | Back Directory | [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 |
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