1581753-73-2| 6-Bromo-5-fluoro-1,3,3-trimethyl-2,3-dihydro-1H-indol-2-one| Ambeed

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CAS No. :	1581753-73-2
Formula :	C₁₁H₁₁BrFNO
M.W :	272.11
SMILES Code :	O=C1N(C)C2=C(C=C(F)C(Br)=C2)C1(C)C

Yield	Reaction Conditions	Operation in experiment
7.87 g		d) 6-Bromo-5-fluoro-1 ,3-trimethylindolin-2-one To a suspension of NaH (5.04 g, 126 mmol) in tetrahydrofuran (105 ml) under an argon atmosphere was added <strong>[893620-44-5]6-bromo-5-fluoroindolin-2-one</strong> (7.24 g, 31.5 mmol) in portions. After gas evolution has ceased methyl iodide (17.9 g, 7.88 ml, 126 mmol) was added dropwise within 50 minutes by means of a syringe pump (exothermic reaction), keeping the temperature of the reaction mixture between 24C and 26C. The reaction mixture was kept at room temperature for 4 hours and then carefully quenched with aqueous ammonium chloride solution. The reaction mixture was diluted with tert-butyl methyl ether, water and saturated aqueous ammonium chloride solution. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were washed with saturated aqueous ammonium chloride and dried over sodium sulfate. The solvent was evaporated and the residue was triturated with heptane to give the title compound as light brown solid (7.87 g). 1H NMR (CDC13, 400 MHz): (ppm) = 7.02-6.97 (m, 2H), 3.19 (s, 3H), 1.36 (s, 6H).
7.87 g	With sodium hydride; In tetrahydrofuran; at 20 - 26℃; for 4.83333h;Inert atmosphere;	d) 6-Bromo-5-fluoro-1,3,3-trimethylindolin-2-one To a suspension of NaH (5.04 g, 126 mmol) in tetrahydrofuran (105 ml) 6-bromo-5- fluoroindolin-2-one (7.24 g, 31.5 mmol) was added portionwise under an argon atmosphere. After gas evolution had ceased methyl iodide (17.9 g, 7.88 ml, 126 mmol) was added dropwise within 50 minutes by means of a syringe pump (exothermic reaction), keeping the temperature of the reaction mixture between 24 C and 26 C. The reaction mixture was kept at roomtemperature for 4 hours and then carefully quenched with aqueous ammonium chloride solution. The reaction mixture was diluted with tert-butyl methyl ether, water and saturated aqueous ammonium chloride solution. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were washed with saturated aqueous ammonium chloride and dried over sodium sulfate. The solvent was evaporated and the residue was triturated with heptane to give the title compound as light brown solid (7.87 g).MS ESI (m/z): 272.1, 274.1 [(M+H)i.H NMR (CDC13, 400 MHz): (ppm) = 7.02-6.97 (m, 2H), 3.19 (s, 3H), 1.36 (s, 6H).

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Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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CAS No.: 1581753-73-2

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CAS No.: 1581753-73-2

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