Product
Supplier
Encyclopedia
Inquiry
Home > Encyclopedia > 2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE

2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE

2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE structure

2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE 

structure
  • CAS No:

    81547-72-0

  • Formula:

    C8H5BrCl2O

  • Chemical Name:

    2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE

  • Synonyms:

    2-bromo-1-(2,6-dichlorophenyl)ethanone;2-BROMO-2",6"-DICHLOROACETOPHENONE;KSC496Q4J;SCHEMBL169401;CTK3J6844;DTXSID20373627;ACT01134;KS-000011DX;ZINC2576083;ANW-46991

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

2-BROMO-1-(2,6-DICHLOROPHENYL)ETHANONE Basic Attributes

267.931

265.890076

DTXSID20373627

2914700090

Characteristics

17.1

3.7

1.7±0.1 g/cm3

259°C at 760 mmHg

110.4±23.2 °C

1.596

Safety Information

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

Scan the QR Code to Share

Feedback & Suggestions
Send Message

Thank you for your feedback. If you require further assistance, please contact us by email at info@echemi.com or call us at +86-532-55729510.