5-(1H-Pyrrol-1-yl)-1H-benzo[d]imidazole-2-thiol Chemical Properties

Boiling point:

381.7±44.0 °C(Predicted)

Density 

1.40

storage temp. 

2-8°C

solubility 

DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)

form 

Solid

pka

9.61±0.30(Predicted)

color 

White to Pale Green

InChI

InChI=1S/C11H9N3S/c15-11-12-9-4-3-8(7-10(9)13-11)14-5-1-2-6-14/h1-7H,(H2,12,13,15)

InChIKey

YYXGYVYKGRUILQ-UHFFFAOYSA-N

SMILES

C1(=S)NC2=CC=C(N3C=CC=C3)C=C2N1

5-(1H-Pyrrol-1-yl)-1H-benzo[d]imidazole-2-thiol Usage And Synthesis

Uses

5-(1H-Pyrrol-1-yl)-2-mercaptobenzimidazole is a pharmaceutical intermediate compound used in the synthesis of various drugs such as ilaprazole, gastric and ulcer drugs.

Synthesis

Water (100ml) and anhydrous sodium acetate (16.02g, 0.20mole) were added, and then 2-mercapto-5- aminobenzimidazole (32.27g, 0.20mole),2,5-dimethoxytetrahydrofuran (28.4g, 0.21mole), and acetic acid (100ml) were added. Then, stirring was carried out at 5O℃ for 4 hours. The resultant product was cooled to 50C, and tetrahydrofuran (420ml) was added. The mixture was neutralized with a sodium hydroxide aqueous solution, and water (130ml) was added to carry out layer- separation. Then, an organic layer was washed with a sodium hydroxide aqueous solution. The organic layer was dried by anhydrous magnesium sulfate and concentrated, and then crystallized by ethyl acetate and n-hexane to provide a final compound, that is 5-(1H-Pyrrol-1-yl)-1H-benzo[d]imidazole-2-thiol. Yield: 35.7g (85%)

5-(1H-Pyrrol-1-yl)-1H-benzo[d]imidazole-2-thiol(172152-53-3)Related Product Information

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