Hemin chloride;protohemin;Chloro(protoporphyrinato)iron(III), Chlorohemin, Chloroprotoporphyrin IX iron(III), Ferriprotoporphyrin IX chloride, Hemin(chloride)
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;
Preparation of hemin di(N,N'-acetyl-hydrazide):
Hemin chloride (50 mg, 76.7 µmol) and acetylhydrazide (47 mg, 0.634 mmol) were dissolved in 5 mL of dimethylformamide. Then, 1-(dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (67 mg, 0.35 mmol) was dissolved in 5 mL of dimethylformamide and added with stirring. The reaction mixture was left to stay at room temperature overnight. Then, 15 mL of methanol/chloroform (3:7) mixture was added to the reaction mixture and the products formed were separated by column chromatography (60x5 cm) on silica gel (Merck, 0.063-0.2 mm). The reaction products were eluted with 3:7 methanol/chloroform mixture. The second brown fraction was collected and evaporation of solvent in vacuum gave hemin di(N,N'-acetylhydrazide) with 90% yield.
With pyridine; diammonium iron(II) sulfate hexahydrate; acetyl chloride; In dichloromethane; for 1h;Cooling;
Hemin (5.0 g, 7.6 mmol) andpyridine (5.0 ml) were placed in a three-necked flask, then MeOH (300 ml),CH2Cl2 (300 ml) and Mohr’s salt (20.0 g, 51 mmol) were added. Acetylchloride (150 ml, 2.1 mol) was gradually added under stirring and cooling,while the temperature was kept below 35 C. The mixture was stirred for1 h and then diluted with H2O (500 ml). The bottom organic layer wasseparated, washed with aqueous ammonia (25%, 50 ml), then with H2O(200 ml) and dried over anhydrous Na2SO4. The product was purified bychromatographyon silica gel 60 mesh using CH2Cl2 as the eluent. Yield4.48 g (99%).
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