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[ CAS No. 22118-09-8 ] {[proInfo.proName]}

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Chemical Structure| 22118-09-8
Chemical Structure| 22118-09-8
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Product Details of [ 22118-09-8 ]

CAS No. :22118-09-8 MDL No. :MFCD00000724
Formula : C2H2BrClO Boiling Point : -
Linear Structure Formula :CH2BrC(O)Cl InChI Key :SYZRZLUNWVNNNV-UHFFFAOYSA-N
M.W : 157.39 Pubchem ID :89602
Synonyms :

Safety of [ 22118-09-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P280-P305+P351+P338-P310 UN#:3265
Hazard Statements:H314-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 22118-09-8 ]

* 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 [ 22118-09-8 ]

[ 22118-09-8 ] Synthesis Path-Downstream   1~7

  • 1
  • [ 110-91-8 ]
  • [ 22118-09-8 ]
  • [ 40299-87-4 ]
YieldReaction ConditionsOperation in experiment
28% With triethylamine; In dichloromethane; at 0 - 20℃;Inert atmosphere; Under the protection of argon, Weigh morpholine (600 muL, 6.9 mmol) in anhydrous dichloromethane (8 mL), Triethylamine (960 muL, 6.9 mmol) was sequentially added dropwise at 0 C. A solution of 2-bromoacetyl chloride (580 muL, 6.9 mmol) in anhydrous dichloromethane (4 mL), Stir overnight at room temperature. After the reaction was completed, water (15 mL) was added to the reaction solution. Extracted with dichloromethane (15 mL x 2), Washed with saturated sodium bicarbonate (8mL x 2) and saturated sodium chloride (10mL x 1), Dry over anhydrous sodium sulfate and evaporate the solvent under reduced pressure. The residue containing compound 97-1 was used directly in the next step without further reaction.
With triethylamine; In dichloromethane; at -25 - 20℃; for 4.75h;Inert atmosphere; flask is charged with bromoacetyl bromide (25 mL), dichloromethane (500 mL) and mixture is stirred under nitrogen atmosphere. The reaction mixture is cooled to -25C followed by slow addition of morpholine (72.7 mL in 500 mL of DCM) at the same temperature over a period of 30 minutes. The reaction mixture is stirred at -25C for 15 minutes, then allowed to attain room temperature at which it is further stirred for 4 hours. The completion of the reaction is monitored by TLC and reaction mixture is sequentially washed with water (2x250 mL) and brine solution (2x100 mL). The organic solvent is subjected to distillation to afford the title compound.
  • 2
  • [ 22118-09-8 ]
  • [ 1986-47-6 ]
  • [ 133941-07-8 ]
  • 3
  • [ 22118-09-8 ]
  • [ 6519-67-1 ]
  • [ 160061-62-1 ]
  • 5
  • [ 22118-09-8 ]
  • [ 98-16-8 ]
  • [ 25625-57-4 ]
YieldReaction ConditionsOperation in experiment
64% With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0℃; for 1h; 3-Trifluoromethylaniline (1.6 g, 10 mmol) was dissolved in dichloromethane with DIEA (3.4 mL, 20 mmol), cooled to 0 C, and to this solution bromoacetyl chloride was added as a neat liquid (exothermic). After 1 hour the reaction mixture was washed with IN HCl, dried and concentrated to a brown oil which was purified by column chromatography (10 to 40 % EtOAc/liexanes) to give a light brown oil, 1.8 g, 6.4 mmol, 64% YIELD. 1H NMR (500 MHz, CDC13) S 8. 19 (S, 1H), 7.75 (s, 1H), 7.68 (d, J = 8.1 Hz, 1H), 7.41 (t, J = 7.9 Hz, 1H), 7.35 (d, J = 7.8 HZ,, 3. 96 (s, 2H).
  • 6
  • [ 22118-09-8 ]
  • [ 66655-67-2 ]
  • 6-(Bromoacetyl)-3,4-dihydro-2(1H)-quinazolinone [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride;aluminium trichloride; In carbon disulfide; Step 1 6-(Bromoacetyl)-<strong>[66655-67-2]3,4-dihydro-2(1H)-quinazolinone</strong> Bromoacetyl chloride (6.2 g) is added dropwise to a stirring mixture of <strong>[66655-67-2]3,4-dihydro-2(1H)-quinazolinone</strong> (2.6 g) and anhydrous aluminum chloride (6.3 g) in carbon disulfide (60 ml). The reaction mixture is stirred under reflux for 4.5 hours, the carbon disulfide decanted, and the residue treated with HCl (6N). The resulting solid is poured into ice water, filtered, the filtered solid washed with water and dried in vacuo, affording the desired product, which is used in the next step without further purification.
  • 7
  • [ 22118-09-8 ]
  • [ 1022-13-5 ]
  • N-methyl-(2-benzoyl-4-chloro)-phenyl bromoacetamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% In ethyl acetate; Petroleum ether; benzene; (d) Production of N-methyl-(2-benzoyl-4-chloro)-phenyl bromoacetamide A solution of 2-methylamino-5-chlorobenzophenone in a mixture of 200 cc of benzene and 100 cc of ether is chilled to 0° C., followed by the dropwise addition over a period of 25 minutes of 5.8 cc of bromoacetyl chloride in solution in 40 cc of ether. After standing overnight while stirring at room temperature, the mixture is evaporated to dryness. The oily residue triturated in petroleum ether crystallises rapidly. The crystals are filtered, washed with petroleum ether, dissolved in ethylacetate and decoloured with animal charcoal. After filtration and concentration, precipitation with petroleum ether and filtration, 19.3 g of product are recovered. Yield: 82percent. Melting point: 90° C. Plate chromatography: support: silica gel 60 F 254 Merck solvent: ethylacetate/petroleum ether 25/75 development: UV and iodine Rf: 0.43.
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