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Chemical Structure| 5440-00-6

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Product Details of [ 5440-00-6 ]

CAS No. :5440-00-6
Formula : C6H10N4O2
M.W : 170.17
SMILES Code : CN1C(=O)N(C)C(N)=C(N)C1=O
MDL No. :MFCD00006551
InChI Key :BGQNOPFTJROKJE-UHFFFAOYSA-N
Pubchem ID :79501

Safety of [ 5440-00-6 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 5440-00-6 ]

* 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 [ 5440-00-6 ]

[ 5440-00-6 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 5440-00-6 ]
  • [ 22744-12-3 ]
  • [ 101092-80-2 ]
  • 2
  • [ 5440-00-6 ]
  • [ 29006-02-8 ]
  • [ 90749-78-3 ]
  • 3
  • [ 5440-00-6 ]
  • [ 422-64-0 ]
  • 6-amino-1,3-dimethyl-5-perfluoropropanoylaminouracil [ No CAS ]
  • 4
  • [ 5440-00-6 ]
  • [ 582-80-9 ]
  • [ 1360606-65-0 ]
  • 5
  • [ 5440-00-6 ]
  • [ 582-80-9 ]
  • [ 1360606-69-4 ]
  • 6
  • [ 5440-00-6 ]
  • [ 5683-31-8 ]
  • [ 1380498-75-8 ]
YieldReaction ConditionsOperation in experiment
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; at 20℃; N-(6-Amino-l,3-dimethyl-2,4-dioxo-l,2,3,4-tetrahydropyrimidin-5-yl)-3- (trimethylsilyl)propiolamide (11a) CH3[120] The amide derivative 11a was prepared as an ocher solid in 80 % yield (5.98 g) according to a method described by Muller et al. and Hildebrand et al. (PCT Int. Appl. 2008, WO 2008077557 Al, Eur. Pat. Appl. 2008, EP 1939197 Al).Analytical data: mp 230 C. TLC: Rf = 0.56 (silica gel, dichloromethane/methanol 7 : 1). LC-MS (m/z): 295.1 [M+H]+ + 179.9 [M-C?C-Si(CH3)3-OH]- + 195.1 [M-C?C-Si(CH3)3-H]- + 220.8 [M-Si(CH3)3]- + 236.1 [M-Si(CH3)2]- + 293.0 [M-H]-. Purity by HPLC-UV (254 nm)-ESI-MS: 85 %. 1H-NMR (500 MHz, DMSO): 6 = 0.04 (s; 3H), 0.25 (s; 9H), 3.10 (s; 3H), 3.29 (s; 3H), 6.72 (s; 2H), 9.05 (s; 1H). 13C-NMR (126 MHz, DMSO): delta = - 1.1, - 0.8, 27.4, 29.8, 85.7, 87.9, 89.7, 92.3, 98.1, 99.9, 150.3, 151.9, 152.3, 153.0, 157.0, 158.6, 159.8.
  • 7
  • [ 1878-91-7 ]
  • [ 5440-00-6 ]
  • C14H15BrN4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
General procedure: The syntheses of 3a-j were accomplished using the literature procedure.22 1,3-Dimethyl-5,6-diaminouracil23 (4 mmol) and N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (EDAC; 5.36 mmol) were dissolved in 42 mL dioxane/H2O (1:1) and the appropriate phenoxyacetic acid (4 mmol) was added. A thick suspension was obtained and the pH was adjusted to 5-6 with 4 N aqueous HCl. The reaction was stirred for 2 h at room temperature and neutralized with aqueous NaOH (1 N). The precipitate was collected by filtration and subsequently dissolved in 40 mL dioxane/H2O (1:1). The reaction was heated under reflux for 2 h, cooled to 0 C and acidified to a pH of 4 with 4 N aqueous HCl. The resulting precipitate, the corresponding 1,3-dimethyl-8-substituted-7H-xanthinyl analogue, was collected by filtration, washed with 50 mL H2O and dried at 50 C. The 7H-xanthinyl analogue was used in the subsequent reaction without further purification. The corresponding 1,3-dimethyl-8-substituted-7H-xanthinyl analogue (2 mmol) was dissolved in a minimum amount of DMF (approximately 20 mL) at 90 C. K2CO3 (5 mmol), followed by iodomethane (4 mmol), and the reaction mixture was stirred at 90 C for 1 h. The reaction progress was followed with TLC employing neutral alumina sheets and ethyl acetate/dichloromethane (1:1) as mobile phase. The insoluble materials were removed by filtration. H2O (350 ml) was added to the filtrate and the mixture was cooled on ice for 3 h. The precipitate that formed was collected by filtration and dried overnight at room temperature. The products were recrystallized from methanol/ethyl acetate (7:5).
 

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