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Chemical Structure| 645-54-5 Chemical Structure| 645-54-5

Structure of 645-54-5

Chemical Structure| 645-54-5

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Product Details of [ 645-54-5 ]

CAS No. :645-54-5
Formula : C8H9NS
M.W : 151.23
SMILES Code : S=C(N)CC1=CC=CC=C1
MDL No. :MFCD00022177

Safety of [ 645-54-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H301-H315-H319-H335
Precautionary Statements:P261-P301+P310-P305+P351+P338
Class:6.1
UN#:2811
Packing Group:

Application In Synthesis of [ 645-54-5 ]

* 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 [ 645-54-5 ]

[ 645-54-5 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 20970-50-7 ]
  • [ 645-54-5 ]
  • 2-benzyl-4-(1'-methyl-5'-imidazolyl)thiazole hydrochloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; hydrogen bromide; pyridinium hydrobromide perbromide; In methanol; ethanol; dichloromethane; acetic acid; ethyl acetate; EXAMPLE 3 2-Benzyl-4-(1'-methyl-5'-imidazolyl)thiazole hydrochloride A solution of <strong>[20970-50-7]5-acetyl-1-methylimidazole</strong> (100 mg, 0.81 mmol) in 2.4 ml of acetic acid was stirred at 25 C. as 0.24 ml (0.30 g, 1.2 mmol) of 31% hydrobromic acid in acetic acid was added. Pyridinium bromide perbromide (0.29 g, 0.91 mmol) was added, giving an orange solution from which a yellow precipitate formed after 30 minutes. After 2.5 hours, ether (5 ml) was added. The supernatant was removed by pipet, and the precipitate was dried under a stream of nitrogen. Ethanol (6 ml) and benzylthioamide (137 mg, 0.91 mmol) were added, and the mixture was heated to reflux for 45 minutes. The reaction was cooled to 25 C., poured into 25 ml of ether, and washed with 50 ml of 1.25N aqueous sodium hydroxide. The aqueous layer was extracted with 2*25 ml of ether, and the organic extracts were combined, dried (sodium sulfate), filtered, and evaporated. The residue was purified by column chromatography on silica gel (5 g), eluted with 8% isopropanol in 4:1 dichloromethane/ethyl acetate, yielding 2-benzyl-4-(1'-methyl-5'-imidazolyl)thiazole (159 mg, 77% yield) as an almost colorless oil. The free base (159 mg, 0.62 mmol) was dissolved in 10 ml of methanol and treated with 0.32 ml (0.64 mmol) of 2.0N aqueous hydrochloric acid. Evaporation of the solution yielded 183 mg of pale yellow crystals. Recrystallization from 2:1 ethyl acetate/ethanol gave 2-benzyl-4-(1'-methyl-5'-imidazolyl)thiazole hydrochloride (111 mg, 61% recovery) as colorless plates, m.p. 191-194 C.
 

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