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Chemical Structure| 125545-91-7 Chemical Structure| 125545-91-7

Structure of 125545-91-7

Chemical Structure| 125545-91-7

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Product Details of [ 125545-91-7 ]

CAS No. :125545-91-7
Formula : C9H11NO3
M.W : 181.19
SMILES Code : O=C(OC)C1=NC=CC(CCO)=C1
MDL No. :MFCD28141163

Safety of [ 125545-91-7 ]

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 [ 125545-91-7 ]

* 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 [ 125545-91-7 ]

[ 125545-91-7 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 67-56-1 ]
  • [ 502509-10-6 ]
  • [ 125545-91-7 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride; for 48.0h;Reflux; To a stirred solution of acid 70 (4.76 g, 23.4 mmol) acid in MeOH (104 mL) at 0 C was slowly added thionyl chloride (3.40 mL, 46.8 mmol) and was heated at reflux during 24 h. After cooling at 0 C, thionyl chloride (3.40 mL, 46.8 mmol) was added in second time and heated at reflux during 24 h. Then, the mixture was concentrated in vacuo and a saturated aqueous solution of NaHCO3 was added until basic pH. The aqueous layer was extracted with EtOAc (thrice). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated in vacuo to afford 36 as black oil in 38% yield (1.60 g). The crude product was used in the next reaction without further purification. 1H NMR (300 MHz, CDCl3) delta 8.43 (d, J = 4.9 Hz, 1H), 7.90 (d, J = 0.9 Hz, 1H), 7.27 (dd, J = 5.0, 1.7 Hz, 1H), 3.88 (s, 3H), 3.84 (t, J = 6.4 Hz, 2H), 3.44 (bs, 1H), 2.83 (t, J = 6.3 Hz, 2H). 13C NMR (75 MHz, CDCl3) delta 165.6, 150.2, 149.3, 147.3, 127.8, 125.8, 61.7, 52.7, 38.2. MS (ESI+): m/z (%): 182 (100) [M+H]+.
 

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