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Chemical Structure| 55-36-7 Chemical Structure| 55-36-7

Structure of 55-36-7

Chemical Structure| 55-36-7

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Product Details of [ 55-36-7 ]

CAS No. :55-36-7
Formula : C5H10ClN3
M.W : 147.61
SMILES Code : NCCC1=CNC=N1.[H]Cl
MDL No. :MFCD00044557

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Application In Synthesis of [ 55-36-7 ]

* 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.

  • Downstream synthetic route of [ 55-36-7 ]

[ 55-36-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 55-36-7 ]
  • [ 872-82-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; sodium nitrite; In water; at 40℃; for 2h; Dissolve 2 g of histamine hydrochloride in 12 mL of 2 mol/L hydrochloric acid.Stir yellow green solutionWarm up to 40 C.An aqueous solution containing 2.0 g of sodium nitrite was slowly added to the above reaction solution. After the addition, the reaction was continued for 2 h.The solvent was distilled off to give a yellow oily liquid, a small amount of ethanol was added, and the white solid sodium chloride was filtered.The filtrate was spin-dried as crude 4-hydroxyethyl imidazole and used directly in the next reaction.
  • 2
  • [ 63128-51-8 ]
  • [ 55-36-7 ]
  • C14H23N3O3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
33% 1,1?-carbonyldiimidazole (2.26 g, 14 mmol) was added to a solution of monoether (1) (2.2 g, 11.7 mmol) in 50 mL of anhydrous tetrahydrofuran, and the mixture was boiled for 1 hour. Then, the mixture was cooled to room temperature, and histamine gihydrochloride (2.15 g, 11.7 mmol) and triethylamine (3.28 mL, 23.4 mmol) were added thereto. The reaction mass was stirred for 8 hours at room temperature, poured into 100 mL of a 10% potash solution, extracted with dicloromethane (3×75 mL), dried over anhydrous sodium sulfate, and the solvent was removed under vacuum. The target product was isolated by flash chromatography on silica gel, with an elution mixture of dichloromethane-methanol (10:1). After recrystallization, the yield of the target product in the form of white crystals was 1.1 g (33%). LC/MS, an individual peak at a retention time of 0.93, min [M+H]+=282 (condition G). HPLC under condition 6, individual peak at a retention time of 13.4 min. 1H NMR (400.13 MHz, DMSO-d6, delta, m.d., J/Hz): 1.38 (s, 9H, CH3CH), 1.68 (quin, 2H, CH2CH2CH2, J=7.5 Hz); 2.06 (t, 2H, CH2CONH, J=7.4 Hz); 2.15 (t, 2H, CH2COO, J=7.4 Hz); 2.60 (t, 2H, CH2C, J=7.4 Hz); 3.24 (m, 2H, CH2N); 6.73 (br s, 1H, CCH); 7.46 (d, 1H, NCHN, J=1 Hz); 7.70 (br s, 1H, NH); 11.67 (br s, 1H, NH).
 

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