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Chemical Structure| 75271-94-2 Chemical Structure| 75271-94-2

Structure of 75271-94-2

Chemical Structure| 75271-94-2

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Product Details of [ 75271-94-2 ]

CAS No. :75271-94-2
Formula : C5H9BrO3
M.W : 197.03
SMILES Code : COC(OC)C(=O)CBr

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Application In Synthesis of [ 75271-94-2 ]

* 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 [ 75271-94-2 ]

[ 75271-94-2 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 53051-97-1 ]
  • [ 75271-94-2 ]
  • [ 623906-29-6 ]
YieldReaction ConditionsOperation in experiment
30% With sodium hydrogencarbonate; In isopropyl alcohol; at 0 - 40℃; for 24.5h; Example 1 6,7-Dihydro-5H-cyclopenta[d]imidazo[2,1-b]thiazole-2-carbaldehyde (1): A solution of 5,6-dihydro-4H-cyclopentathiazol-2-ylamine (2) (200 g free base, 1.43 mol) in 2-propanol (1 L) was added over 30 minutes to a stirred, cooled (0-5 C.) suspension of bromopyruvaldehyde dimethylacetal 3 (530 g, 2.75 mol), sodium bicarbonate (55 g, 0.66 mol), and 2-propanol (0.30 L). The mixture was allowed to stir for 16 h. The mixture was warmed to 40 C. for 8 h, and was concentrated under reduced pressure to provide a red residue. The red residue was added to methyl t-butyl ether (2.0 L). The mixture was stirred for a minimum of 1 h. The solid was collected by filtration and washed with Et2O. The dried solid (550 g) was dissolved in methylene chloride (2.75 L). The methylene chloride mixture was passed through a pad of silica gel (1.65 kg). The pad was washed with methylene chloride and 10% EtOAc/methylene chloride. The filtrate was concentrated to a yellow solid, which was triturated with Et2O and collected by filtration to give 81 g (30%) of the title compound. 1H NMR (CDCl3) delta 9.93 (1H, s), 7.91 (1H, s), 2.99-2.89 (4H, m), 2.62-2.57 (2H, m).
 

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