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Chemical Structure| 869-07-8 Chemical Structure| 869-07-8

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Chemical Structure| 869-07-8

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Product Details of [ 869-07-8 ]

CAS No. :869-07-8
Formula : C7H15NO
M.W : 129.20
SMILES Code : CC(C)C(NC(C)C)=O
MDL No. :MFCD00728933

Safety of [ 869-07-8 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319
Precautionary Statements:P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330

Application In Synthesis of [ 869-07-8 ]

* 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 [ 869-07-8 ]

[ 869-07-8 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 373-88-6 ]
  • [ 107-11-9 ]
  • [ 221042-30-4 ]
YieldReaction ConditionsOperation in experiment
50 mg (12.6%) With triethylamine; trichlorophosphate; In water; acetonitrile; EXAMPLE 55 2-Allylamino-4-(2,2,2-trifluoroethylamino)-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 328 mg (2.42 mmol) of 2,2,2-trifluoroethylamine hydrochloride and 1.69 ml (12.10 mmol) of triethylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, 1.50 ml (20.00 mmol) of allylamine was added thereto, followed by stirring overnight, adding water to the reaction solution, extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 50 mg (12.6%) of the title compound. NMR (delta, CDCl3, 55 C.): 3.99-4.02 (2H, m), 4.34-4.43 (2H, m), 5.04-5.20 (2H, m), 5.88-5.98 (1H, m), 7.33 (1H, d, J=9 Hz), 7.51 (1H, br), 8.25 (1H, dd, J=9 Hz, 3 Hz), 8.93 (1H, br), 9.15 (1H, d, J=3 Hz)
  • 2
  • [ 124-22-1 ]
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 221043-26-1 ]
YieldReaction ConditionsOperation in experiment
310 mg (67.0%) With trichlorophosphate; In water; acetonitrile; Reference Example 12 2-Chloro-4-dodecylamino-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 2.80 ml (12.10 mmol) of dodecylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 310 mg (67.0%) of the title compound. NMR (delta, CDCl3): 0.88 (3H, t, J=7 Hz), 1.27-1.49 (18H, m), 1.74-1.81 (2H, m), 3.70-3.75 (2H, m), 6.21 (1H, br), 7.86 (1H, d, J=9 Hz), 8.51 (1H, dd, J=9 Hz, 2 Hz), 8.69 (1H, d, J=2 Hz)
  • 3
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 768-94-5 ]
  • [ 221043-30-7 ]
YieldReaction ConditionsOperation in experiment
90 mg (20.7%) With triethylamine; trichlorophosphate; In water; acetonitrile; Reference Example 15 4-(1-Adamantylamino)-2-chloro-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 183 mg (1.21 mmol) of 1-adamantylamine and 0.84 ml (6.05 mmol) of triethylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 90 mg (20.7%) of the title compound. NMR (delta, CDCl3): 1.75-1.82 (6H, m), 2.22 (3H, br), 2.28-2.32 (6H, m), 5.83 (1H, br s), 7.82 (1H, d, J=9 Hz), 8.48 (1H, dd, J=9 Hz, 2 Hz), 8.60 (1H, d, J=2 Hz)
  • 4
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 75-31-0 ]
  • [ 221043-22-7 ]
YieldReaction ConditionsOperation in experiment
67.5% With trichlorophosphate; In water; acetonitrile; Reference Example 9 2-Chloro-4-isopropylamino-6-nitroquinazoline To 1.00 g (4.83 mmol) of 6-nitroquinazoline-2,4 (1H,3H)-dione were added 32.90 g (0.22 mol) of phosphorus oxychloride and 0.70 ml (4.83 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 15 ml of acetonitrile, followed by addition of 2.49 ml (29.11 mmol) of isopropylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 870 mg (yield: 67.5%) of the title compound. NMR (delta, CDCl3): 1.42 (6H, d, J=6 Hz), 4.62-4.70 (1H, m), 6.11 (1H, d, J=7 Hz), 7.85 (1H, d, J=9 Hz), 8.50 (1H, dd, J=9 Hz, 2 Hz), 8.71 (1H, d, J=2 Hz)
  • 5
  • [ 33966-50-6 ]
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 221043-27-2 ]
YieldReaction ConditionsOperation in experiment
234 mg (68.9%) With trichlorophosphate; In water; acetonitrile; Reference Example 13 2-Chloro-4-(1-methylpropylamino)-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 1.23 ml (12.10 mmol) of 1-methylpropylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 234 mg (68.9%) of the title compound. NMR (delta, CDCl3): 1.03 (3H, t, J=8 Hz), 1.38 (3H, d, J=7 Hz), 1.69-1.81 (2H, m), 4.47-4.56 (1H, m), 6.15 (1H, d, J=8 Hz), 7.84 (1H, d, J=9 Hz), 8.50 (1H, dd, J=9 Hz, 2 Hz), 8.75 (1H, d, J=2 Hz)
  • 6
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 75-64-9 ]
  • [ 221043-29-4 ]
YieldReaction ConditionsOperation in experiment
218 mg (64.2%) With trichlorophosphate; In water; acetonitrile; Reference Example 14 4-t-Butylamino-2-chloro-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 1.26 ml (12.10 mmol) of t-butylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 218 mg (64.2%) of the title compound. NMR (delta, CDCl3): 1.65 (9H, s), 6.07 (1H, br), 7.83 (1H, d, J=9 Hz), 8.48 (1H, dd, J=9 Hz, 2 Hz), 8.64 (1H, d, J=2 Hz)
 

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