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[ CAS No. 16313-65-8 ]

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Chemical Structure| 16313-65-8
Chemical Structure| 16313-65-8
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CAS No. :16313-65-8 MDL No. :MFCD00090235
Formula : C7H7N3O3 Boiling Point : 358.8°C at 760 mmHg
Linear Structure Formula :- InChI Key :-
M.W :181.15 g/mol Pubchem ID :97665
Synonyms :

Safety of [ 16313-65-8 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P280-P305+P351+P338 UN#:N/A
Hazard Statements:H317-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 16313-65-8 ]

  • Upstream synthesis route of [ 16313-65-8 ]
  • Downstream synthetic route of [ 16313-65-8 ]

[ 16313-65-8 ] Synthesis Path-Upstream   1~9

  • 1
  • [ 16313-65-8 ]
  • [ 19815-16-8 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 18, p. 3869 - 3878
[2] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391
[3] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548
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  • [ 16313-65-8 ]
  • [ 149-73-5 ]
  • [ 6943-17-5 ]
Reference: [1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391
[2] Bioorganic and Medicinal Chemistry Letters, 2001, vol. 11, # 4, p. 545 - 548
[3] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 18, p. 3869 - 3878
  • 3
  • [ 616-79-5 ]
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YieldReaction ConditionsOperation in experiment
66%
Stage #1: With 4-methyl-morpholine; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 0.166667 h;
Stage #2: at 20℃; for 17 h; Inert atmosphere
Example 125
Preparation of 2-(3,5-Dimethoxyphenyl)-6-(pyridin-4-ylamino)quinazolin-4(3H)-one
To a mixture of 2-amino-5-nitro-benzoic acid (12.9 g, 81.9 mmol), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (EDCl) (17.3 g, 90.1 mmol), 1-hydroxybenzotriazole hydrate (HOBt) (12.2 g, 90.1 mmol) in THF (200 mL) was added 4-methylmorpholine (NMM) (9.91 mL, 90.1 mmol).
After 10 minutes, ammonium hydroxide (50percent v/v, 50 mL) was added.
The mixture was stirred at room temperature under nitrogen for 17 hours.
Solvent was removed under reduced pressure.
Water was added.
The solid separated was filtered, washed with aqueous NaHCO3 solution, and with water, and dried in air, to afford 2-amino-5-nitro-benzamide as a yellow solid. Yield: 9.88 g (66percent).
Reference: [1] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 3, p. 383 - 391
[2] Journal of Medicinal Chemistry, 2018, vol. 61, # 17, p. 7952 - 7976
[3] Patent: US9238640, 2016, B2, . Location in patent: Page/Page column 154
[4] Bioorganic and Medicinal Chemistry, 2003, vol. 11, # 18, p. 3869 - 3878
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YieldReaction ConditionsOperation in experiment
24.63 g at 130℃; for 0.666667 h; Step 1
A mixture of 2-amino-5-nitrobenzonitrile (25.39 g) and sulfuric acid (70 ml) was stirred at 130° C. for 40 min.
The reaction mixture was gradually added to ice water, and the precipitate was collected by filtration and washed with water, ethanol and diethyl ether to give 2-amino-5-nitrobenzamide (24.63 g).
Reference: [1] Archiv der Pharmazie, 1994, vol. 327, # 9, p. 571 - 579
[2] Patent: EP1953148, 2008, A1, . Location in patent: Page/Page column 130
[3] Patent: US2015/329556, 2015, A1, . Location in patent: Paragraph 1771
[4] European Journal of Medicinal Chemistry, 2018, vol. 143, p. 568 - 576
  • 5
  • [ 4693-02-1 ]
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Reference: [1] Journal of Agricultural and Food Chemistry, 2015, vol. 63, # 31, p. 6883 - 6889
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Reference: [1] Chemische Berichte, 1891, vol. 24, p. 3814
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  • [ 87-48-9 ]
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Reference: [1] Journal of the Chemical Society, 1948, p. 1713
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  • [ 80887-01-0 ]
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Reference: [1] Chemische Berichte, 1891, vol. 24, p. 3814
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  • [ 943-14-6 ]
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Reference: [1] Chemische Berichte, 1891, vol. 24, p. 3814
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