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Structure of 1093106-54-7

Chemical Structure| 1093106-54-7

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Product Details of [ 1093106-54-7 ]

CAS No. :1093106-54-7
Formula : C6H6BrNOS
M.W : 220.09
SMILES Code : CC(C1=C(C)N=C(Br)S1)=O
MDL No. :MFCD19370713
InChI Key :RZEIEXBCYWPGCZ-UHFFFAOYSA-N
Pubchem ID :66644881

Safety of [ 1093106-54-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 1093106-54-7 ]

* 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 [ 1093106-54-7 ]

[ 1093106-54-7 ] Synthesis Path-Downstream   1~1

  • 1
  • [ 30748-47-1 ]
  • [ 1093106-54-7 ]
YieldReaction ConditionsOperation in experiment
94% With copper(ll) bromide; isopentyl nitrite; In acetonitrile; for 3h;Reflux; Intermediate 2e2 (200mg, 1.26mmol) was suspended in ACN (15mL), copper bromide (286mg, 1 eq), and isoamyl nitrite (51 1 mL, 3eq) were added. The mixture was heated to reflux 3h, then diluted by DCM, washed by brine, then by a solution of EDTA, dried over MgS04, and concentrated under vacuum. After purification over silica gel (DCM) 263mg of the desired product was obtained in 94% yield, as yellow oil. 1H NMR (75 MHz, CDCI3): δ (ppm): 2.71 (3H, s, H-4), 2.51 (3H, s, H-6), (matching literature data (PCT Int. Appl., 2010128163). HRMS, ESI : [MNa+ ]ca|C =219.94262, [MNa+3mes= 219.24264.
With copper(ll) bromide; isopentyl nitrite; In acetonitrile; at 20 - 60℃; for 3.5h; Example 3: Preparation of 1-(4-methyl-2-pyridin-3-yl-thiazol-5-yl)-ethanone O-(5-chloro-pyrimidin-2-yl)-oxime Compound No. 1.017): [Show Image] Step a: Preparation of 2-bromo-4-methyl-5-acetylthiazole: 2-Amino-4-methyl-5-acetylthiazole (0.5g, 3.2mmol) was suspended in acetonitrile (14ml) and stirred at ambient temperature. Copper II bromide (0.715g, 3.2mmol) was added, followed by isopentylnitrite (1.125g, 9.6mmol). The reaction mixture was heated to 60C for a period of 3.5 hours. After cooling to ambient temperature, the solvent was removed by evaporation, and the crude material was purified by column chromatography using heptane: ethyl acetate (4:1) as eluent. The product was obtained as a light yellow oil. 1H NMR (CDCl3): 2.5ppm (3H, s); 2.7ppm (3H, s).
With copper(ll) bromide; isopentyl nitrite; In acetonitrile; at 60℃; for 3.5h; Step a: Preparation of 2-bromo-4-methyl-5-acetylthiazole:2- Amino-4-methyl-5-acetylthiazole (0.5g, 3.2mmol) was suspended in acetonitrile (14ml) and stirred at ambient temperature. Copper II bromide (0.715g, 3.2mmol) was added, followed by isopentylnitrite (1 .125g, 9.6mmol). The reaction mixture was heated to 60C for a period of 3.5 hours. After cooling to ambient temperature, the solvent was removed by evaporation, and the crude material was purified by column chromatography using heptane: ethyl acetate (4:1 ) as eluent. The product was obtained as a light yellow oil. 1H NMR (CDCI3): 2.5ppm (3H, s); 2.7ppm (3H, s).
 

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