Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Phenylacetonitrile | HCID 8794 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Bendazol [INN:DCF] | HCID 12132 | — |
Reaction Steps
A 1 M solution of benzyl cyanide in anhydrous methanol was treated with hydrogen chloride gas at 0° C. for about thirty minutes. The mixture was stirred for two hours at 0° C. and then a 1 M solution of diaminobenzene was added and the resulting solution was stirred at 0° C. The progress of the reaction was monitored by thin layer chromatography. The reaction mixture was then poured into water. The unreacted nitrile was extracted with ethyl acetate. The aqueous layer was neutralized with 1 N sodium hydroxide. The organic fraction was extracted with ethyl acetate and condensed. The desired title product was recrystallized from methanol/water.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06255494B1 |
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| Source dataset | uspto-grants-2001_07 |
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| ORD ID | ord-223aa794146644aaba999122c9a326c5 |
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| Source note | uspto-grants-2001_07 |
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