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Chemical Structure| 116779-74-9 Chemical Structure| 116779-74-9

Structure of 116779-74-9

Chemical Structure| 116779-74-9

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Product Details of [ 116779-74-9 ]

CAS No. :116779-74-9
Formula : C7H3BrCl2O
M.W : 253.91
SMILES Code : O=C(Cl)C1=CC=C(Cl)C=C1Br
MDL No. :MFCD12024977

Safety of [ 116779-74-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:3265
Packing Group:

Application In Synthesis of [ 116779-74-9 ]

* 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 [ 116779-74-9 ]

[ 116779-74-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 27139-97-5 ]
  • [ 116779-74-9 ]
  • 2
  • [ 116779-74-9 ]
  • [ 1193-24-4 ]
  • [ 1516898-05-7 ]
YieldReaction ConditionsOperation in experiment
85% With triethylamine; In dichloromethane; at 25℃; for 3h; 2-Bromo-4-chlorobenzoyl chloride (2.54 g, 10.0mmol) was added to a suspension of <strong>[1193-24-4]4,6-dihydroxypyrimidine</strong>(560 mg, 5.0 mmol) and triethylamine (1.4 mL, 10.0mmol) in dichloromethane (40 mL) at 25 oC. After stirringfor 3 h, dichloromethane was evaporated in vacuo. Themixture was dissolved in anhydrous THF and triethylaminehydrochloride was removed by filtration. The residue wasrecrystallized twice from 75% EtOAc/n-hexane to give 3c(2.32 g, 85%). mp 134-136 oC; 1H NMR (300 MHz, CDCl3)delta 8.99 (s, 1H), 8.11 (d, J = 8.5 Hz, 2H), 7.80 (d, J = 0.8 Hz,2H), 7.47 (dd, J1 = 8.5 Hz, J2 = 0.8 Hz, 2H), 7.40 (s, 1H); 13CNMR (75 MHz, CDCl3) delta 166.6, 161.1, 159.2, 140.4, 135.0,133.6, 128.0, 127.1, 124.3, 105.4; FT-IR (KBr) 1762 (C=O)cm-1.
85% With triethylamine; In dichloromethane; at 20℃; for 3h; 2-Bromo-4-chlorobenzoyl chloride (2.54 g, 10.0 mmol)was added to a suspended solution of <strong>[1193-24-4]4,6-dihydroxypyrimidine</strong>(560 mg, 5.0 mmol) and triethylamine (1.40 mL,10.0 mmol) in methylene chloride (40 mL) at room temperature.After stirring for 3 h, methylene chloride was evaporatedin vacuo. The mixture was dissolved in anhydrousTHF and triethylamine hydrochloride was filtered off. Theresidue was recrystallized twice in 75% EtOAc/n-hexane togive 2b (2.32 g, 85%). mp 134-136 C; 1H NMR (300 MHz,CDCl3) delta 8.99 (s, 1H), 8.11 (d, J = 8.5 Hz, 2H), 7.80 (d, J =0.8 Hz, 2H), 7.47 (dd, J1 = 8.5 Hz, J2 = 0.8 Hz, 2H), 7.40 (s,1H); 13C NMR (75 MHz, CDCl3) delta 166.6, 161.1, 159.2, 140.4,135.0, 133.6, 128.0, 127.1, 124.3, 105.4; FTIR (KBr) 1762(C=O) cm-1.
85% With triethylamine; In dichloromethane; at 25℃; for 3h; General procedure: 25 from 10.0 mmol of 2-bromo-4-chloro-benzoyl chloride in 40 mL of dichloromethane 2.54 g 5.0 mmol of <strong>[1193-24-4]4,6-dihydroxy-pyrimidine</strong> and 560 mg of triethylamine and 1.4 mL 10.0mmol this example that It was added to the suspension. Next to this, a mixture for 3 hours, evaporated in vacuo, dichloromethane. After the mixture was dissolved in anhydrous THF and triethylamineJethro chloride was removed by filtration. The residue was producing a compound 3c (2.32 g, 85%) and recrystallized twice with 75% EtOAc / n- hexane.
 

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