ChemicalBook >> CAS DataBase List >>1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI)

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI)

CAS No.
401567-00-8
Chemical Name:
1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI)
Synonyms
2-chlorobenziMidazole-5-carbonitrile;2-Chloro-1H-benzimidazole-6-carbonitrile;2-Chloro-1H-benzimidazole-5-carbonitrile;2-chloro-3H-benzimidazole-5-carbonitrile;2-Chloro-3H-benzoimidazole-5-carbonitrile;1H-BenziMidazole-6-carbonitrile,2-chloro-;2-chloro-1H-1,3-benzodiazole-5-carbonitrile;2-chloro-1H-benzo[d]imidazole-6-carbonitrile;2-Chloro-1H-benzo[d]iMidazole-5-carbonitrile;1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI)
CBNumber:
CB91276362
Molecular Formula:
C8H4ClN3
Molecular Weight:
177.59
MDL Number:
MFCD09746230
MOL File:
401567-00-8.mol
MSDS File:
SDS
Last updated:2026-05-28 04:12:51
Product description Number Pack Size Price
2-Chloro-1H-benzimidazole-6-carbonitrile 95% OR200030 100mg $210
2-Chloro-1H-benzimidazole-6-carbonitrile 95% OR200030 250mg $365
2-Chloro-1H-benzimidazole-6-carbonitrile 085541 250.00mg $46
2-Chloro-1H-benzimidazole-6-carbonitrile 085541 1.00g $147
2-Chloro-1H-benzimidazole-6-carbonitrile 085541 5.00g $513

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) Properties

storage temp. under inert gas (nitrogen or Argon) at 2-8°C
form Solid
Appearance Off-white to brown Solid

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
HS Code  2933998090

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Apolloscientific OR200030 2-Chloro-1H-benzimidazole-6-carbonitrile 95% 401567-00-8 100mg $210 2026-06-04 Buy
Apolloscientific OR200030 2-Chloro-1H-benzimidazole-6-carbonitrile 95% 401567-00-8 250mg $365 2026-06-04 Buy
Matrix Scientific 085541 2-Chloro-1H-benzimidazole-6-carbonitrile 401567-00-8 250.00mg $46 2026-05-18 Buy
Matrix Scientific 085541 2-Chloro-1H-benzimidazole-6-carbonitrile 401567-00-8 1.00g $147 2026-05-18 Buy
Matrix Scientific 085541 2-Chloro-1H-benzimidazole-6-carbonitrile 401567-00-8 5.00g $513 2026-05-18 Buy
Product number Packaging Price Buy
OR200030 100mg $210 Buy
OR200030 250mg $365 Buy
085541 250.00mg $46 Buy
085541 1.00g $147 Buy
085541 5.00g $513 Buy

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) Chemical Properties,Uses,Production

Synthesis

2,3-DIHYDRO-2-OXO-1H-BENZIMIDAZOLE-5-CARBONITRILE

221289-88-9

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI)

401567-00-8

General procedure for the synthesis of 2-chloro-5-cyanobenzimidazole from 2-oxo-2,3-dihydro-1H-benzo[d]imidazole-5-carbonitrile: First, a solution was prepared by dissolving 3,4-diaminobenzonitrile (2.60 g, 18.2 mmol) and pyridine (2 mL, 25 mmol) in DMF (20 mL). This solution was slowly added dropwise to a tetrahydrofuran solution (20 mL) of bis(trichloromethyl)carbonate (2.12 g, 7.14 mmol) under ice bath cooling conditions. After the dropwise addition was completed, the reaction mixture was stirred at room temperature for 18 hours. Upon completion of the reaction, the mixture was acidified by adding dilute hydrochloric acid to the mixture and subsequently extracted with ethyl acetate. The organic phase was washed with brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to remove the solvent. To the concentrated residue was added ethyl acetate and the precipitate precipitated was collected by filtration to afford 2-hydroxybenzimidazole-5-carbonitrile (896 mg, 29% yield) as a purple solid. Next, 2-hydroxybenzimidazole-5-carbonitrile (894 mg, 5.62 mmol) obtained above was mixed with phosphorus trichloride (12 mL) and the reaction was heated to reflux for 3 hours. At the end of the reaction, the reaction mixture was quenched by pouring it into ice water and extracted with ethyl acetate. The organic phase was sequentially washed with brine, dried with anhydrous sodium sulfate, concentrated under reduced pressure and purified by silica gel column chromatography with hexane/ethyl acetate (2:3, v/v) as eluent to afford the target compound, 2-chloro-5-cyanobenzimidazole (322 mg, 32% yield), as a white powder.LC-MS (ESI) m/z 178.0 [M + H]+.

References

[1] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 16, p. 5033 - 5041

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) Preparation Products And Raw materials

Raw materials

Preparation Products

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) Suppliers

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1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) Spectrum

1H-Benzimidazole-5-carbonitrile,2-chloro-(9CI) 2-chloro-1H-1,3-benzodiazole-5-carbonitrile 1H-BenziMidazole-6-carbonitrile,2-chloro- 2-Chloro-1H-benzimidazole-5-carbonitrile 2-Chloro-1H-benzimidazole-6-carbonitrile 2-chlorobenziMidazole-5-carbonitrile 2-Chloro-1H-benzo[d]iMidazole-5-carbonitrile 2-Chloro-3H-benzoimidazole-5-carbonitrile 2-chloro-3H-benzimidazole-5-carbonitrile 2-chloro-1H-benzo[d]imidazole-6-carbonitrile 401567-00-8 BENZIMIDAZOLE