5-BROMO-1,3-DIMETHYL-6-PHENYLURACIL synthesis
- Product Name:5-BROMO-1,3-DIMETHYL-6-PHENYLURACIL
- CAS Number:98854-09-2
- Molecular formula:C12H11BrN2O2
- Molecular Weight:295.13
7033-39-8
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591-50-4
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42542-99-4
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98854-09-2
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Yield:98854-09-2 39% ,42542-99-4 23%
Reaction Conditions:
with copper(I) bromide;lithium tert-butoxide in N,N-dimethyl-formamide; for 1 h;Reflux;regioselective reaction;
Steps:
1 General procedure for the CuBr catalyzed C-H bond activation for arylation
General procedure: To a mixture of 1,3-dimethyluracil (0.140 g, 1 mmol), CuBr (0.057 g, 0.4 mmol, 0.4 equiv), and the aryl iodide (2 mmol, 2 equiv) in DMF (2 mL) was added LiOtBu (0.320 g, 4 mmol, 4 equiv). The reaction mixture was heated at reflux temperature for 1 h. After cooling to the room temperature, the reaction was quenched by adding saturated aqueous NH4Cl solution.The solvent was removed under reduced pressure. The residue was partitioned between EtOAc and H2O. The organic layer was washed with saturated aqueous NaCl solution, dried over anhydrous MgSO4, and then concentrated under reduced pressure to dryness. The residue was purified by flash column chromatography to give the product.
References:
Cheng, Chien;Shih, Yu-Chiao;Chen, Hui-Ting;Chien, Tun-Cheng [Tetrahedron,2013,vol. 69,# 4,p. 1387 - 1396]
79462-73-0
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71-43-2
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$11.19/25ML
98854-09-2
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51209-65-5
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