Home Cart 0 Sign in  

[ CAS No. 17417-67-3 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 17417-67-3
Chemical Structure| 17417-67-3
Structure of 17417-67-3 * Storage: {[proInfo.prStorage]}
Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Quality Control of [ 17417-67-3 ]

Related Doc. of [ 17417-67-3 ]

Alternatived Products of [ 17417-67-3 ]

Product Details of [ 17417-67-3 ]

CAS No. :17417-67-3 MDL No. :MFCD00168240
Formula : C10H10N2O3S Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 238.26 Pubchem ID :-
Synonyms :

Safety of [ 17417-67-3 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 17417-67-3 ]

* 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.

  • Upstream synthesis route of [ 17417-67-3 ]
  • Downstream synthetic route of [ 17417-67-3 ]

[ 17417-67-3 ] Synthesis Path-Upstream   1~1

  • 1
  • [ 17417-67-3 ]
  • [ 101667-98-5 ]
YieldReaction ConditionsOperation in experiment
94%
Stage #1: With N-ethyl-N,N-diisopropylamine; trichlorophosphate In toluene at 120 - 125℃;
Stage #2: With sodium hydrogencarbonate In water; toluene at 0℃;
To a solution of 25A (425 mg, 1.783 mmol) in toluene (8 mL) was added DIPEA (248, uL, 1.426 mmol, 0.8 equiv) and POC13 (199 p. L, 2.14 mmol, 1.2 equiv). The reaction mixture was heated at 120-125 °C (oil bath temp) for 3 h. The reaction mixture was cooled and poured into ice cold sat. NaHC03-water-EtOAc (20 mL-20 mL-50 mL) and stirred rapidly to assure quenching of the excess POC13. The layers were separated and the organic layer was washed again with sat. NaHCO3. The organic layer was dried over Na2S04, filtered and concentrated in vacuo to afford 25B as a yellow solid (432 mg, 94percent).
80% at 105℃; General procedure: A mixture of thienopyrimidinone (0.01 mol), POCl3 (11 mL) and PCl5 (1.5 g) was quickly heated to 105° C and boiled for 5–6 h. The solvent was evaporated. Dry product was dissolved in methylene chloride (12 mL) and neutralized by cold solution of NaOH (0.5 N). The organic phase was separated and dried over Na2SO4, filtered, and then solvent was evaporated in vacuum. The residue was crystallized from isopropyl alcohol. Yield 80percent
80% at 110℃; for 12 h; A mixture of Compound 2 (12 g, 50.42 mmol) in phosphorous oxychloride (90 ml) was refluxed for 12 h at 110 °C. The reaction mixture was cooled to rt, the excess POCl3 was removed by distillation and resultant residue was poured in to the crushed ice and the obtained solid was collected and used for the next step without further purification. Yield: 80percent; Brown color solid; mp= 118-120 °C; 1H NMR (CDCl3, 400 MHz, δ ppm): 1.32 (t, J = 6.4 Hz, 3H, −OCH2CH3), 2.80 (s, 3H, thiophene −CH3), 4.34 (q, J = 6.4 Hz, 2H, −OCH2CH3), 8.19 (s, 1H, CH).
Reference: [1] Patent: WO2005/42537, 2005, A1, . Location in patent: Page/Page column 57
[2] European Journal of Medicinal Chemistry, 2016, vol. 115, p. 148 - 160
[3] Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 9, p. 1663 - 1669
[4] Pharmazie, 1993, vol. 48, # 3, p. 192 - 194
[5] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1985, vol. 21, # 7, p. 767 - 770[6] Khimiya Geterotsiklicheskikh Soedinenii, 1985, # 7, p. 925 - 928
[7] Patent: WO2015/136556, 2015, A2, . Location in patent: Page/Page column 36; 38
[8] Patent: WO2015/136557, 2015, A2, . Location in patent: Page/Page column 34
Same Skeleton Products
Historical Records