1H-Benzimidazole-2-carboxamide(9CI)

1H-Benzimidazole-2-carboxamide(9CI) Property

Melting point:

>300 °C

Boiling point:

417.6±28.0 °C(Predicted)

Density 

1.416±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

pka

10.59±0.10(Predicted)

Appearance

White to off-white Solid

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

1H-Benzimidazole-2-carboxamide(9CI) Chemical Properties,Usage,Production

Uses

1H-benzimidazole-2-carboxamide is a pharmaceutical intermediate that can be used to prepare the Pin1 inhibitor 1,2-disubstituted benzimidazole derivative 2-[1-[3-oxo-(3-anilino)propyl]-1H-benzimidazole-2-yl]thiazolyl-4-carboxylic acid.

Synthesis

General procedure for the synthesis of 1H-benzimidazole-2-carboxylic acid from 1H-benzimidazole-2-carboxylic acid: 3.0 g (18.6 mmol) of 1H-benzimidazole-2-carboxylic acid was dissolved in 100 ml of solvent at room temperature, 30 ml of thionyl chloride was added, and the reaction was carried out by refluxing the reaction for 4 hours at 79°C. After completion of the reaction, the solvent was removed by distillation under reduced pressure. To the residue was added 30 ml of ammonia and the reaction was carried out at 70 °C for 5 hours. The reaction solution was cooled and filtered to give a yellow solid product, which was dried to give the target compound. The yield was 55.0%.

References

[1] Patent: CN106905241, 2017, A. Location in patent: Paragraph 0133-0135
[2] Patent: CN107118249, 2017, A. Location in patent: Paragraph 0132; 0133; 0134
[3] Biochemische Zeitschrift, 1956, vol. 327, p. 422,447