2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE
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2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE
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CAS No:
81547-72-0
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Formula:
C8H5BrCl2O
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Chemical Name:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE
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Synonyms:
2-bromo-1-(2,6-dichlorophenyl)ethanone;2-BROMO-2",6"-DICHLOROACETOPHENONE;KSC496Q4J;SCHEMBL169401;CTK3J6844;DTXSID20373627;ACT01134;KS-000011DX;ZINC2576083;ANW-46991
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CAS No:
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE Basic Attributes
267.931
265.890076
DTXSID20373627
2914700090
Safety Information
Ⅲ
1759
8
P260, P264, P280, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P363, P405, P501
H314
|Danger|H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P264, P270, P280, P301+P312, P301+P330+P331, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P330, P363, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE Use and Manufacturing
The compound obtained in the step 1 potassium (Z) -N- 4- (1H-imidazol-1-yl) phenyl-N'-cyanocarbamimidothioate 2-bromo-1- (2, 6-dichlorophenyl) ethanone (40 mg, 0.32 mmol) was added. Thereafter, the mixture was stirred at room temperature for 6 hours, and the precipitate was filtered to obtain the desired compound (130 mg, yield: 95percent).The compound obtained in the step 1 potassium (Z) -N'-cyano-N- (4- (piperidin-1-yl) phenyl) carbamimidothioate2-bromo-1- (2, 6-dichlorophenyl) ethanone (40 mg, 0.32 mmol) was added. Thereafter, the mixture was stirred at room temperature for 6 hours, and the precipitate was filtered to obtain the desired compound (175 mg, yield: 91percent).General procedure: A mixture of the alpha-bromoketone (8a'h, 1mmol, 1eq), imidazole (3mmol, 3eq), and anhydrous K2CO3 (3mmol, 3eq) in DMF (3mL) was stirred at room temperature for 2'3h. The reaction mixture was diluted with H2O (10mL) and extracted with EtOAc (15mL, twice). The combined organic phase was washed sequentially with H2O (10mL) and brine (10mL). The combined organic extracts were dried over Na2SO4, and evaporated. High-vacuum drying gave crude 9a'h. A solution of crude 9a'h (1mmol, 1eq) in methanol (4mL) was added to a suspension of sodium borohydride (1mmol, 1eq) in anhydrous methanol (20mL) maintaining the temperature below 5°C under atmospheric pressure. The resulting mixture was stirred at room temperature for 1h and then heated to 50°C for 1h. After cooling to room temperature the reaction mixture was concentrated and water (8mL) was added. The product was extracted with ethyl acetate (10mL, twice). The organic phase was dried over Na2SO4 and purified by flash chromatography on silica gel using MeOH'EtOAc (6:94) as the eluent to afford the imidazole alcohol (10a'10h); overall yields up to 77percent.To a 10mL round-bottom flask was added
Computed Properties
Molecular Weight:267.93
XLogP3:3.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:265.89008
Monoisotopic Mass:265.89008
Topological Polar Surface Area:17.1
Heavy Atom Count:12
Complexity:164
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE
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