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Ethyl 1-(4-chlorophenyl)-5,6-dimethyl-7,8a-diphenyl-4,5,6,8a-tetrahydro-1H-[1,2,4] triazolo[4,3-c][1,3]diazine-3-carboxylate

Laboratoire de Chimie des Substances Naturelles et des Hétérocycles, Faculté des Sciences-Semlalia, Université Cadi Ayyad, B.P 2390 Marrakech, Maroc
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Author to whom correspondence should be addressed.
Molbank 2006, 2006(3), M476; https://doi.org/10.3390/M476
Submission received: 15 July 2005 / Accepted: 26 September 2005 / Published: 31 March 2006
Molbank 2006 m476 i001
Compound 1 [1] (200 mg, 0.41 mmol) was refluxed in dimethylsulfoxide for 30 minutes. After cooling, the solvent was removed by evaporation under reduced pressure. The residue obtained was purified by chromatography on silica gel column (eluent: hexane/ethyl acetate 90/10), then the isolated product was recrystallized from ethanol to give 2 (130 mg, 65%).
Melting point: 130-132°C (Ethanol).
MS (m/z, %): 487 ([M+H]+, 100%).
1H-NMR (CDCl3, 250 MHz): δ= 1.11 (d, J = 6.90 Hz, 3H,CH3-C-5), 1.44 (t, J = 6.90 Hz, 3H, CH3-CH2-O), 2.58 (s, 3H, N-CH3), 4.41 (q, J = 6.90 Hz, 2H, CH3-CH2-O), 5.63 (s, 1H, H-C-8), 5.65 (q, J = 6.90 Hz, 1H, H-C-5), 6.80-7.70 (m, 14H, Ar-H).
13C-NMR and DEPT (CDCl3, 62.5 MHz): δ= 14.21, 19.07 (CH3-CH2-O, CH3-C-5,), 41.59 (N-CH3), 61.86 (CH3-CH2-O), 68.13 (C-5), 85.60 (C-8a), 101.33 (C-8).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References:

  1. Baouid, A.; Benharref, A.; Hasnaoui, A.; Lavergne, J.-P. Bull. Soc. Chim. Belg. 1994, 103(12), 743.
  • Sample Availability: Available from MDPI.

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MDPI and ACS Style

Boudina, A.; Baouid, A.; Hasnaoui, A. Ethyl 1-(4-chlorophenyl)-5,6-dimethyl-7,8a-diphenyl-4,5,6,8a-tetrahydro-1H-[1,2,4] triazolo[4,3-c][1,3]diazine-3-carboxylate. Molbank 2006, 2006, M476. https://doi.org/10.3390/M476

AMA Style

Boudina A, Baouid A, Hasnaoui A. Ethyl 1-(4-chlorophenyl)-5,6-dimethyl-7,8a-diphenyl-4,5,6,8a-tetrahydro-1H-[1,2,4] triazolo[4,3-c][1,3]diazine-3-carboxylate. Molbank. 2006; 2006(3):M476. https://doi.org/10.3390/M476

Chicago/Turabian Style

Boudina, A., A. Baouid, and A. Hasnaoui. 2006. "Ethyl 1-(4-chlorophenyl)-5,6-dimethyl-7,8a-diphenyl-4,5,6,8a-tetrahydro-1H-[1,2,4] triazolo[4,3-c][1,3]diazine-3-carboxylate" Molbank 2006, no. 3: M476. https://doi.org/10.3390/M476

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