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Chemical Structure| 67692-91-5 Chemical Structure| 67692-91-5

Structure of 67692-91-5

Chemical Structure| 67692-91-5

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Product Details of [ 67692-91-5 ]

CAS No. :67692-91-5
Formula : C7H4ClN3O
M.W : 181.58
SMILES Code : ClC1=NC2=CC=CC=C2[N+]([O-])=N1

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Application In Synthesis of [ 67692-91-5 ]

* 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 [ 67692-91-5 ]

[ 67692-91-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 67692-91-5 ]
  • [ 263162-13-6 ]
  • [ 654066-40-7 ]
YieldReaction ConditionsOperation in experiment
52% With triethylamine; In 1,2-dimethoxyethane; at 85℃; for 3h; A solution of chloride 3 (2.0 g, 11.0 mmol), carbamate 90 (2.9 g, 13.3 mmol) and triethylamine (3.0 mL, 22. 1 mmol) in DME (50 mL) was heated at [85 C] for 3 h. The solvent was evaporated and the residue was partitioned between DCM (100 mL) and aqueous [NH3] (50 mL). The DCM layer was separated, the aqueous layer further extracted with DCM [(3 X 30] mL), the combined organic fraction dried and the solvent evaporated. The residue was purified by chromatography, eluting with a gradient (0-1%) of aqueous [NH3/ (0-5%)] [MEOH/DCM,] to give (i) starting material 3 (500 mg, 25%) and (ii) carbamate 91 (2.1 g, 52%) as a yellow solid, mp [(DCM/HEXANE)] [122-124 C ; 1H NMR [(CD3) 2SO]] [8] 8.13 (dd, [J=] 8.6, 1.0 Hz, 1 H, H-8), 7.78 (ddd, [J=] 8.4, 7.0, 1.6 Hz, 1 H, H-6), 7.71 [(BR S,] 1 H, [NH),] 7.52 (d, J = 8.2 Hz, 1 H, H-5), 7. 33 (ddd, J= 7. 8,7. 1,1. [2 HZ,] 1 H, H- 7), 6.61 (br s, 1 H, NH), 3.43 (br q, [J=] 6.0 Hz, 2 H, [CH2),] 3.01 (br [Q,] [J=] 6.2 Hz, 2 H, CH2), 2.57 (t, J= 6.6 Hz, 2 H, CH2), 2.42 (t, J= 6.7 Hz, 2 H, [CHA),] 2.23 (s, 3 H, CH3), 1. 35 (s, 9 H, 3 x [CH3) ; 13C] NMR [[(CD3) 2SO] 6 158.] 8,155. 4,148. 2,135. 6, 129.9, 126.0, 124.4, 119.8, 77.4, 56.4, 55.5, 41.8, 38. 5, [37.] 8, 28. 1 (3); HRMS [(FAB+)] calcd for [C17H27N603] [AVEI)] mlz [363.] 2145, found 363.2144. Anal. calcd for [C17H26N603] : C, 56. [3 ; H,.] 7.2 ; N, 23.2 ; found: C, 56.5 ; H, 7.3 ; N, 23.3%.
 

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