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Chemical Structure| 7652-29-1 Chemical Structure| 7652-29-1

Structure of 7652-29-1

Chemical Structure| 7652-29-1

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Product Details of [ 7652-29-1 ]

CAS No. :7652-29-1
Formula : C8H6ClNO2
M.W : 183.59
SMILES Code : O=C1NC2=CC(Cl)=CC=C2OC1
MDL No. :MFCD00174511
InChI Key :OBPIPKQQNRACHV-UHFFFAOYSA-N
Pubchem ID :309259

Safety of [ 7652-29-1 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of [ 7652-29-1 ]

* 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 [ 7652-29-1 ]

[ 7652-29-1 ] Synthesis Path-Downstream   1~3

  • 1
  • [ 7652-29-1 ]
  • [ 544-92-3 ]
  • [ 134997-74-3 ]
YieldReaction ConditionsOperation in experiment
62% In 1-methyl-pyrrolidin-2-one; at 250℃; for 20h; A suspension of commercially available 6-chloro-4H-benzo[1,4]oxazin-3-one (1.83 g) and copper(I) cyanide (1.81 g) in N-methyl-pyrrolidin-2-one (40 mL) was placed in a preheated oil bath (250 C.). After stirring at this temperature for 20 h, the mixture was cooled to room temperature, diluted with water (200 mL) and extracted with ethyl acetate (3×200 mL). The combined organic layers were washed with water (2×200 mL) and brine (200 mL), dried (MgSO4), filtered and concentrated. The remaining residue was purified by flash chromatography (silica, cyclohexane/ethyl acetate) to afford the title compound (1.08 g; 62%). [MH]+=175.
24% In N-methyl-pirrolidine-2-one; at 250℃; A suspension of commercially available 6-chloro-4H-benzo[l,4]oxazin-3-one (3.2 g) and CuCN (2.9 g) in dry N-methyl-pyrrolidin-2-one (15 mL) was placed in a preheated oil bath (~250C). After stirring at this temperature overnight, the mixture was concentrated, diluted with H2O (200 mL) and extracted with EtOAc (3 x 200 mL). The combined organic layers were washed with H2O (2 x 200 mL) and saturated aqueous NaCl (200 mL), dried (MgSO4), filtered and concentrated. The remaining residue crystallized from EtOAc/toluene to afford the title compound as a tan solid (720 mg, 24%). [MH]+ = 175.
24% In 1-methyl-pyrrolidin-2-one; at 250℃; Preparative Example 6; Step A; A solution of commercially available 6-chloro-4H-benzo[1,4]oxazin-3-one (3.2 g) and CuCN (2.9 g) in anhydrous N-methylpyrrolidone (15 mL) was stirred overnight in a pressure tube at 250 C. and then evaporated under reduced pressure. The residue was diluted with ethyl acetate, filtered and the remaining liquid was washed subsequently with 10% citric acid, saturated sodium hydrogen carbonate and brine, dried (MgSO4) and concentrated. Crystallization from toluene/ethyl acetate afforded the intermediate (720 mg; 24%) as a tan solid. [MH]+=175.
  • 2
  • [ 7652-29-1 ]
  • copper(l) cyanide [ No CAS ]
  • [ 134997-74-3 ]
  • 3
  • [ 7652-29-1 ]
  • [ 351003-03-7 ]
 

Historical Records

Technical Information

• Acyl Group Substitution • Alkyl Halide Occurrence • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Baylis-Hillman Reaction • Bucherer-Bergs Reaction • 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 • 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 • Reformatsky Reaction • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stille Coupling • Stobbe Condensation • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Tebbe Olefination • Ugi Reaction • Wittig Reaction • Wolff-Kishner Reduction

Categories

Related Functional Groups of
[ 7652-29-1 ]

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Amides

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Related Parent Nucleus of
[ 7652-29-1 ]

Other Aromatic Heterocycles

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