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ChemicalBook CAS DataBase List 10Z-HYMENIALDISINE
82005-12-7

10Z-HYMENIALDISINE synthesis

12synthesis methods
-

Yield: 81%

Reaction Conditions:

with hydrogenchloride in methanol

Steps:

10 Synthesis of 4-(2-amino-4-oxy-2-imidazolin-5-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one (hymenialdisine) hydrochloride (20)
Example 10 Synthesis of 4-(2-amino-4-oxy-2-imidazolin-5-ylidene)-2-bromo-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one (hymenialdisine) hydrochloride (20) A 3 ml amount of 10% hydrochloric acid was added to a 3 ml methanol solution of 300 mg of the compound (18) synthesised in Example 8. The mixture was stirred at 90° C. for 1 hour. The solvent was distilled off under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (chloroform:methanol: 2% acetic acid=65:35:10). The solvent was distilled off under reduced pressure, then the residue was treated by 1 ml of isopropyl alcohol saturated with hydrochloric acid to give the crude crystals which were recrystallized by methanol/ether to obtain 150 mg of the above-referenced compound (20) (yield 81%).

References:

Suntory Limited US5621099, 1997, A

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