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Chemical Structure| 1205-74-9 Chemical Structure| 1205-74-9

Structure of 1205-74-9

Chemical Structure| 1205-74-9

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Product Details of [ 1205-74-9 ]

CAS No. :1205-74-9
Formula : C10H10BrNO2
M.W : 256.10
SMILES Code : O=C(NC1=CC=CC=C1)CC(CBr)=O
MDL No. :MFCD00792909

Safety of [ 1205-74-9 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H302-H314
Precautionary Statements:P264-P270-P271-P280-P303+P361+P353-P304+P340-P305+P351+P338-P310-P330-P331-P363-P403+P233-P501
Class:8
UN#:3261
Packing Group:

Application In Synthesis of [ 1205-74-9 ]

* 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 [ 1205-74-9 ]

[ 1205-74-9 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 1205-74-9 ]
  • [ 6281-32-9 ]
  • 2
  • [ 1205-74-9 ]
  • [ 4876-10-2 ]
YieldReaction ConditionsOperation in experiment
95.08% With phosphorus pentoxide; at 83℃; for 13h;Flow reactor; Large scale; In the 5000L enamel reactor,After 4000 kg of dichloroethane was charged,500 kg of acetoacetanilide bromide,Stirring evenly;At the same time in another 2000L reactor in 1000 kg of dichloroethane and 1000 kg of phosphorus pentoxide,Began at the same time will 5000L reactor and 2000L reactor temperature to dichloroethane reflux,The reaction temperature was 83 .After refluxing for one hour,5000L distillation reactor out of the dichloroethane condensate into the 2000L reactor,2000L reactor dehydration distillation of dichloroethane condensate into the 5000L reactor,Control two kettle distillation speed synchronization;After 12 hours of reaction,Cooling to room temperature;The 4-bromomethylquinolinone was separated by a filter press,The 4-bromomethylquinolinone was further washed with dichloroethane,And then through the filter press after separation,The obtained wet product containing dichloroethane solvent was vacuum dried,442 kg of white powdery solid;The yield was 95.08percent and the purity was 99.67percent (HPLC).
64% With sulfuric acid; at 40℃; for 1.5h; Step 3: 4-(Bromomethyl)-quinolin-2(1H)-one 4-bromo-3-oxo-N-phenylbutanamide (1.2 g, 4.69 mmol) was added dropwise to H2SO4 (18 mL) over 0.5 h. The reaction mixture was stirred for an additional 1 h at 40° C. The reaction mixture was then poured into 30 mL of H2O/ice followed by filtration to afford 0.7 g (64percent) of 4-(bromomethyl)quinolin-2(1H)-one as a white solid.
With sulfuric acid; at 90℃; for 4h; General procedure: omega-bromoacetoacetanilides 7 (8 g) with 32 mL of concentrated sulphuric acid was warmed on a water bath for 4h. Then, the reaction mixture was quenched in ice-water and the separated solid was filtered, washed thoroughly with water, dried and recrystallised using acetic acid to get the product in 70-75 percent yields.
 

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Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Clemmensen Reduction • Complex Metal Hydride Reductions • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Fischer Indole Synthesis • General Reactivity • Grignard Reaction • Henry Nitroaldol Reaction • Hiyama Cross-Coupling Reaction • Horner-Wadsworth-Emmons Reaction • Hydride Reductions • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Lawesson's Reagent • Leuckart-Wallach Reaction • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Amines • Prins Reaction • Reactions of Aldehydes and Ketones • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Dihalides • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

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