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[ CAS No. 239097-74-6 ]

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Cat. No.: {[proInfo.prAm]}
2D
Chemical Structure| 239097-74-6
Chemical Structure| 239097-74-6
Structure of 239097-74-6 *Storage: {[proInfo.prStorage]}

Quality Control of [ 239097-74-6 ]

Purity: {[proInfo.showProBatch.pb_purity]}

Related Doc. of [ 239097-74-6 ]

SDS

Product Details of [ 239097-74-6 ]

CAS No. :239097-74-6MDL No. :MFCD13190363
Formula : C7H6N2O Boiling Point : -
Linear Structure Formula :-InChI Key :-
M.W :134.14Pubchem ID :18373421
Synonyms :

Computed Properties of [ 239097-74-6 ]

TPSA : 52 H-Bond Acceptor Count : 3
XLogP3 : - H-Bond Donor Count : 1
SP3 : 0.00 Rotatable Bond Count : 0

Safety of [ 239097-74-6 ]

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 [ 239097-74-6 ]

  • Upstream synthesis route of [ 239097-74-6 ]
  • Downstream synthetic route of [ 239097-74-6 ]

[ 239097-74-6 ] Synthesis Path-Upstream   1~2

  • 1
  • [ 39835-28-4 ]
  • [ 239097-74-6 ]
YieldReaction ConditionsOperation in experiment
95% at 0 - 20℃; for 3.08 h; To an ice cold stirred solution of SnCl4 (1.828 g, 7.02 mmol) in 12M HCl (0.5 mL) was added 5-nitro-1,2-benzoxazole (140 mg, 0.86 mmol) in one portion at 0 C. Then, 5 minutes later, a solution of SnCl2.2H2O (792 mg, 3.51 mmol) in 12M HCl (0.5 mL) was added dropwise at 0 C to the reaction mixture, followed by the addition of another 1.0 mL of 12M HCl. Then, the reaction mixture was stirred at room temperature for 3 hours, and extracted with Et2O. The aqueous layer was basified to pH ~8 with saturated NaHCO3, and extracted with EtOAc. The organic phase was dried over anhydrous Na2SO4, filtered, concentrated and dried in vacuo to give 1,2-benzoxazol-5-amine as a colorless solid (110 mg, 95percent).1H NMR (400 MHz, CDCl3) δ 8.54 (s, 1H), 7.42 (d, J = 8.4 Hz, 1H), 6.94 (dd, J = 8.4 Hz, 2.0 Hz, 1H), 6.91 (d, J = 2.0 Hz, 1H) ES-MS m/z: 135.1 [M+H]+. LC-MS Purity (214 nm): 90percent; tR = 1.32 min.
95% With hydrogenchloride; tin(II) chloride dihdyrate; tin(IV) chloride In water at 0 - 20℃; for 3.00 h; To an ice cold stirred solution of SnCl4(1.828 g, 7.02 mmol) in 12M HC1 (0.5 mL) was added 5-nitro-l,2-benzoxazol (140 mg, 0.86 mmol) in one portion at 0 °C. 5 minutes later, a solution of SnCl2.2H20 (792 mg, 3.51 mmol) in 12M HC1 (0.5 mL) was added dropwise at 0 °C, followed by the addition of another 1.0 mL of 12M HC1. Then the reaction mixture was stirred at room temperature for 3 hours, and extracted with Et20. The aqueous layer was basified to pH ~8 with saturated NaHCC^, and extracted with EtOAc. The organic phase was dried over anhydrous Na2S04, filtered, concentrated and dried in vacuo to give 1,2-benzoxazol- 5-amine as a colorless solid (110 mg, 95percent).XH NMR (400 MHz, CDC13) δ 8.54 (s, 1H), 7.42 (d, J= 8.4 Hz, 1H), 6.94 (dd, J= 8.4 Hz, 2.0 Hz, 1H), 6.91 (d, J= 2.0 Hz, 1H) ES-MS m/z: 135.1 [M+H]+. LC-MS Purity (214 nm): 90percent; tR= 1.32 min.
Reference: [1] Patent: WO2016/73889, 2016, A1. Location in patent: Paragraph 00229
[2] Patent: WO2016/73895, 2016, A1. Location in patent: Paragraph 00286
[3] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 18, p. 6189 - 6196
  • 2
  • [ 39835-28-4 ]
  • [ 239097-74-6 ]
YieldReaction ConditionsOperation in experiment
95% at 0 - 20℃; for 3.08 h; To an ice cold stirred solution of SnCl4 (1.828 g, 7.02 mmol) in 12M HCl (0.5 mL) was added 5-nitro-1,2-benzoxazole (140 mg, 0.86 mmol) in one portion at 0 C. Then, 5 minutes later, a solution of SnCl2.2H2O (792 mg, 3.51 mmol) in 12M HCl (0.5 mL) was added dropwise at 0 C to the reaction mixture, followed by the addition of another 1.0 mL of 12M HCl. Then, the reaction mixture was stirred at room temperature for 3 hours, and extracted with Et2O. The aqueous layer was basified to pH ~8 with saturated NaHCO3, and extracted with EtOAc. The organic phase was dried over anhydrous Na2SO4, filtered, concentrated and dried in vacuo to give 1,2-benzoxazol-5-amine as a colorless solid (110 mg, 95percent).1H NMR (400 MHz, CDCl3) δ 8.54 (s, 1H), 7.42 (d, J = 8.4 Hz, 1H), 6.94 (dd, J = 8.4 Hz, 2.0 Hz, 1H), 6.91 (d, J = 2.0 Hz, 1H) ES-MS m/z: 135.1 [M+H]+. LC-MS Purity (214 nm): 90percent; tR = 1.32 min.
95% With hydrogenchloride; tin(II) chloride dihdyrate; tin(IV) chloride In water at 0 - 20℃; for 3.00 h; To an ice cold stirred solution of SnCl4(1.828 g, 7.02 mmol) in 12M HC1 (0.5 mL) was added 5-nitro-l,2-benzoxazol (140 mg, 0.86 mmol) in one portion at 0 °C. 5 minutes later, a solution of SnCl2.2H20 (792 mg, 3.51 mmol) in 12M HC1 (0.5 mL) was added dropwise at 0 °C, followed by the addition of another 1.0 mL of 12M HC1. Then the reaction mixture was stirred at room temperature for 3 hours, and extracted with Et20. The aqueous layer was basified to pH ~8 with saturated NaHCC^, and extracted with EtOAc. The organic phase was dried over anhydrous Na2S04, filtered, concentrated and dried in vacuo to give 1,2-benzoxazol- 5-amine as a colorless solid (110 mg, 95percent).XH NMR (400 MHz, CDC13) δ 8.54 (s, 1H), 7.42 (d, J= 8.4 Hz, 1H), 6.94 (dd, J= 8.4 Hz, 2.0 Hz, 1H), 6.91 (d, J= 2.0 Hz, 1H) ES-MS m/z: 135.1 [M+H]+. LC-MS Purity (214 nm): 90percent; tR= 1.32 min.
Reference: [1] Patent: WO2016/73889, 2016, A1. Location in patent: Paragraph 00229
[2] Patent: WO2016/73895, 2016, A1. Location in patent: Paragraph 00286
[3] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 18, p. 6189 - 6196
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