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[ CAS No. 1791-73-7 ]

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2D
Chemical Structure| 1791-73-7
Chemical Structure| 1791-73-7
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Product Details of [ 1791-73-7 ]

CAS No. :1791-73-7MDL No. :MFCD00127861
Formula : C5H8N4 Boiling Point : 389.5°C at 760 mmHg
Linear Structure Formula :-InChI Key :HERHQNVDSHUKAK-UHFFFAOYSA-N
M.W :124.14Pubchem ID :229743
Synonyms :

Computed Properties of [ 1791-73-7 ]

TPSA : 77.8 H-Bond Acceptor Count : 4
XLogP3 : -0.1 H-Bond Donor Count : 2
SP3 : 0.20 Rotatable Bond Count : 0

Safety of [ 1791-73-7 ]

Signal Word:WarningClassN/A
Precautionary Statements:P261-P280-P305+P351+P338UN#:N/A
Hazard Statements:H302-H315-H319-H332-H335Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 1791-73-7 ]

  • Upstream synthesis route of [ 1791-73-7 ]
  • Downstream synthetic route of [ 1791-73-7 ]

[ 1791-73-7 ] Synthesis Path-Upstream   1~8

  • 1
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Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1242
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 5, p. 940 - 950
[3] Patent: US5521192, 1996, A
[4] Patent: US5622954, 1997, A
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YieldReaction ConditionsOperation in experiment
10.5 g
Stage #1: With sodium methylate In methanol at 20℃; for 0.50 h;
Stage #2: at 110℃; for 10.00 h; Inert atmosphere
2,4-Diamino-6-methylpyrimidine was synthesized in accordance with the process described in Aust. J. Chem., 1984, vol. 37, pp. 1195-1201. (0362) Guanidine hydrochloride (23.8 g) was added to methanol (50 mL) and a solution of sodium methoxide in 28percent methanol (51 mL), followed by stirring at room temperature for 30 minutes. Subsequently, the precipitated salt was removed by filtration, followed by concentration under reduced pressure to give a guanidine-free product solution. Then, 3-amino crotononitrile (16.4 g) and 1-butanol (60 mL) were added to the solution. The reaction solution was stirred with heating at 110° C. for 10 hours under a nitrogen gas flow. After completion of the reaction, the precipitated salt was removed by hot filtration, and 100 mL of acetone was added to the remaining solution, followed by stirring under ice cooling for 30 minutes to give a crude product. The crude product was recrystallized from acetone to yield 10.5 g of 2,4-diamino-6-methylpyrimidine. (0363) Methyl benzoate (23 g: 169 mmol) and sodium methoxide (22 g: 407 mmol) were added to a solution of 2,4-diamino-6-methylpyrimidine (10 g: 81 mmol) in N-ethylpyrrolidone (100 mL), followed by stirring with heating at 40° C. for 2 hours. The temperature of the reaction system was decreased to room temperature. The reaction solution was poured into a 1N aqueous hydrochloric acid solution, and the solid component was collected by filtration. The crude product was recrystallized from 2-propanol to yield compound (1-2). (0364) The NMR spectrum of produced compound (1-2) is as follows. (0365) 1H-NMR (solvent: d6-DMSO, standard: tetramethylsilane) δ (ppm) 2.50 (3H, s) 7.45-7.70 (6H, m) 7.90 (1H, s) 7.95-8.05 (4H, m) 10.88 (1H, s) 11.10 (1H, s)
Reference: [1] Australian Journal of Chemistry, 1984, vol. 37, # 6, p. 1195 - 1201
[2] Patent: US2016/159750, 2016, A1. Location in patent: Paragraph 0361-0365
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Reference: [1] Patent: US4083841, 1978, A
  • 4
  • [ 50-01-1 ]
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Reference: [1] Organic Process Research and Development, 2013, vol. 17, # 3, p. 427 - 431
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Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1242
[2] Journal of the Chemical Society, 1951, p. 1004,1015[3] Hoppe-Seyler's Zeitschrift fuer Physiologische Chemie, vol. 24, p. 84
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Reference: [1] Yakugaku Zasshi, 1939, vol. 59, p. 18,26; dtsch. Ref. S. 97, 103, 104[2] Chem.Abstr., 1939, p. 3791
  • 7
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Reference: [1] Chemische Berichte, 1899, vol. 32, p. 2934[2] Chemische Berichte, 1902, vol. 35, p. 1570
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Reference: [1] Chemische Berichte, 1901, vol. 34, p. 1242
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