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Chemical Structure| 835633-82-4 Chemical Structure| 835633-82-4

Structure of 835633-82-4

Chemical Structure| 835633-82-4

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Product Details of [ 835633-82-4 ]

CAS No. :835633-82-4
Formula : C13H11Cl2N3O
M.W : 296.15
SMILES Code : O=C(C1=CN=C(Cl)N=C1Cl)NC2=C(C)C=CC=C2C
MDL No. :MFCD25953444

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Application In Synthesis of [ 835633-82-4 ]

* 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 [ 835633-82-4 ]

[ 835633-82-4 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 87-62-7 ]
  • [ 2972-52-3 ]
  • [ 835633-82-4 ]
YieldReaction ConditionsOperation in experiment
With Amberlyst A-21 ion exchange resin; In ethyl acetate; at 20 - 50℃; Amberlyst A-21 ion exchange resin (1. 8 g) was added to a solution of 2,4- DICHLOROPYRIMIDINE-5-CARBONYL chloride (18.3 g, 86. 6 mmol) in ethyl acetate (400 mL). More ethyl acetate (50 mL) was added and 2,6-dimethylaniline (10.5 g, 10.7 mL, 86. 6 mmol) was added dropwise at room temperature. The reaction mixture was heated at 50 C overnight then cooled and quenched with water and extracted extracted with ethyl acetate (3 x 100 mL). The organic layer was washed with 1 N HC1 (30 mL), 1 M NaOH (30 mL) and brine (30 mL). The organic layer was then dried on sodium sulfate, filtered and concentrated in vacuo. The crude product was washed with dichloromethane (2 X 30 ML) to afford the title compound as a pale yellow solid NMR (400 MHz, CDC13) : 9. 08 (1H, s), 7.71 (1H, s), 7.15-7. 23 (3H, m), 2.32 (6H, s); 13C NMR (400 MHz, CDC13) : 19.12, 127.56, 128. 78, 129.00, 132.75, 135.81, 158. 61,160. 25,162. 23,162. 41; MS: 296 [M+H+]
With Amberlyst A21; In ethyl acetate; at 20 - 50℃; for 12h; To a mixture of 20.3 g (96 mmol) of <strong>[2972-52-3]2,4-dichloropyrimidine-5-carbonyl chloride</strong> 29 and Amberlyst A21 (2.Ig) in 400 mL of EtOAc was added dropwise 11.7 mL of 2,6- dimethylaniline (95 mmol) at room temperature. The resulting mixture was heated to 50C for 12 h, and then was filtered. The filtrate was washed sequentially with water (200 mL), IN HCl (50 mL), IN NaOH (50 mL), and brine (100 mL). The combined organic layers were dried over Na2SO4, filtered, and the filtrate was washed with a small amount of DCM to give the title compound as a white solid. Mass Spectrum (ESI) m/e = 297.1 (M+l).
 

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