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[ CAS No. 72752-80-8 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 72752-80-8
Chemical Structure| 72752-80-8
Chemical Structure| 72752-80-8
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Product Details of [ 72752-80-8 ]

CAS No. :72752-80-8 MDL No. :MFCD12827780
Formula : C9H7NO4 Boiling Point : -
Linear Structure Formula :- InChI Key :FUJBKRLYHYJMNF-UHFFFAOYSA-N
M.W : 193.16 Pubchem ID :12564532
Synonyms :

Calculated chemistry of [ 72752-80-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 9
Fraction Csp3 : 0.11
Num. rotatable bonds : 2
Num. H-bond acceptors : 4.0
Num. H-bond donors : 1.0
Molar Refractivity : 48.11
TPSA : 72.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.76 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.69
Log Po/w (XLOGP3) : 1.01
Log Po/w (WLOGP) : 0.91
Log Po/w (MLOGP) : 0.8
Log Po/w (SILICOS-IT) : 1.85
Consensus Log Po/w : 1.25

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -2.02
Solubility : 1.85 mg/ml ; 0.0096 mol/l
Class : Soluble
Log S (Ali) : -2.12
Solubility : 1.47 mg/ml ; 0.00763 mol/l
Class : Soluble
Log S (SILICOS-IT) : -2.9
Solubility : 0.243 mg/ml ; 0.00126 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 2.33

Safety of [ 72752-80-8 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:
Hazard Statements:H302-H315-H319-H335 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 72752-80-8 ]

* 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 [ 72752-80-8 ]

[ 72752-80-8 ] Synthesis Path-Downstream   1~19

  • 1
  • [ 75-44-5 ]
  • [ 63435-16-5 ]
  • [ 72752-80-8 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide; toluene
  • 2
  • [ 50-00-0 ]
  • [ 72752-80-8 ]
  • [ 139-59-3 ]
  • 2-[(4-Phenoxy-phenylamino)-methoxy]-benzooxazole-6-carboxylic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% In methanol for 0.166667h; Ambient temperature;
  • 3
  • [ 50-00-0 ]
  • [ 72752-80-8 ]
  • [ 101-79-1 ]
  • 2-[4-(4-Chloro-phenoxy)-phenylamino]-methoxy}-benzooxazole-6-carboxylic acid methyl ester [ No CAS ]
  • 4
  • [ 131761-63-2 ]
  • [ 72752-80-8 ]
YieldReaction ConditionsOperation in experiment
With water In methanol at 48℃; pH 8.2 (phosphate or carbonate buffer);
  • 5
  • [ 63435-16-5 ]
  • [ 530-62-1 ]
  • [ 72752-80-8 ]
YieldReaction ConditionsOperation in experiment
95% In pyridine; at 20℃; for 36h; Example 11a; ;Step 1 : Methyl 2-oxo-2,3-dihydrobenzo|"d]oxazole-6-carboxylate (129); [0732] A solution of hydroxyaniline 128 (1.085 g, 6.49 mmol) and carbonyl diimidazole(1.409 g, 8.69 mmol) in pyridine (3 mL) was stirred at room temperature for 36 h then diluted with AcOEt, washed with 5% KHSO4 (pH=2), saturated NaHCO3, brine, dried over MgS04, filtered and concentrated to give title compound 129 (1.19 g, 95% yield).[0733] IH NMR (DMSO-d6) delta (ppm): 7.80 to 7.78 (m, IH), 7.74 to 7.73 (m, IH), 7.18 to7.16 (m, IH), 3.83 (s, 3H).
92% In tetrahydrofuran; for 3h;Reflux; EXAMPLE 2The preparation of ethyl {3-[6-(2-dimethylaminoethylcarbamoyl)-2-oxobenzoxazol-3-ylmethyl]phenyl}carbamate (?A29?) is carried out analogously to the following scheme:2.1 9.36 g (0.056 mol) of methyl 3-hydroxy-4-aminobenzoate and 9.85 g of 1,1'-carbonyldiimidazole are dissolved in 125 ml of THF in a 250 ml single-necked flask with reflux condenser and drying tube, and the mixture is refluxed for 3 h. For work-up, the solvent is removed in a rotary evaporator, and the residue is taken up in dichloromethane and washed 3× with 1 N HCl and 1× with water. The organic phase is dried over sodium sulfate and evaporated to dryness in a rotary evaporator; yield 9.92 g (92%) of methyl 2-oxo-2,3-dihydrobenzoxazole-6-carboxylate; ESI: 194 (M+H); HPLC: Rt=2.57 min (method B).
In tetrahydrofuran; for 24h;Reflux; To a solution of methyl 4-amino-3-hydroxybenzoate (Intermediate 75, 1 .06 g, 6.34 mmol) in THF (13.5 mL) was added carbonyl diimidazole (1.88 g, 1 1 .6 mmol) and the reaction mixture was heated to reflux temperature for 1 day. After that time, the solvent was removed and the residue was partitioned between CH2CI2 and 1 N aqueous HCI solution. The organic phase was washed with 1 N aqueous HCI solution (2x) and water, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to provide the title compound as white solid (870 mg of a 79% purity, 56% yield). The crude was used in the next step without any further purification.LRMS (m/z): 194 (M+1 )+.
In tetrahydrofuran; for 24h;Reflux; Intermediate 76.methyl 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carboxylateTo a solution of methyl 4-amino-3-hydroxybenzoate (Intermediate 75, 1 .06 g, 6.34 mmol) in THF (13.5 mL) was added carbonyl diimidazole (1.88 g, 1 1 .6 mmol) and the reaction mixture was heated to reflux temperature for 1 day. After that time, the solvent was removed and the residue was partitioned between CH2CI2 and 1 N aqueous HCI solution. The organic phase was washed with 1 N aqueous HCI solution (2x) and water, dried over anhydrous sodium sulphate, filtered and concentrated under reduced pressure to provide the title compound as white solid (870 mg of a 79% purity, 56% yield). The crude was used in the next step without any further purification.LRMS (m/z): 194 (M+1 )+.

YieldReaction ConditionsOperation in experiment
Also, the invention provides a compound selected from the group consisting of: ... [3-(4-Benzylpiperidin-1-yl)-2-hydroxypropyl]carbamic acid benzyl ester; {2-(tert-Butyldimethylsilanyloxy)-3-[4-(4-fluorobenzyl)piperidin-1-yl]propyl}carbamic acid benzyl ester; {2-(tert-Butyldimethylsilanyloxy)-3-[4-benzylpiperidin-1-yl]propyl}carbamic acid benzyl ester; {2-(tert-Butyldimethylsilanyloxy)-3-[4-(4-fluorobenzyl)piperidin-1-yl]propylamine; Methyl 2-oxo-2,3-dihydrobenzoxazole-6-carboxylate; 2-Oxo-2,3-dihydrobenzoxazole-6-carboxylic acid; 2-Oxo-2,3-dihydrobenzoxazole-6-carboxylic acid [3-(4-benzylpiperidin-1-yl)-2-(tert-butyldimethylsilanyloxy)propyl]amide; 2-Oxo-2,3-dihydrobenzoxazole-6-carboxylic acid [3-(4-(4-fluorobenzyl)piperidin-1-yl)-2-(tert-butylimethylsilanyloxy)propyl]amide; ...
  • 7
  • [ 32315-10-9 ]
  • [ 63435-16-5 ]
  • [ 72752-80-8 ]
YieldReaction ConditionsOperation in experiment
81% With triethylamine In dichloromethane at 20℃;
  • 8
  • [ 72752-80-8 ]
  • [ 54903-16-1 ]
YieldReaction ConditionsOperation in experiment
94% The product (1.64 g, 8.47 mmol) from step 1 was dissolved in a mixture of methanol (5 mL) and tetrahydrofuran 5 mL. Potassium hydroxide (1.25 g, 22.28 mmol) in water (6 mL) was added. The reaction mixture was refluxed at 7O0C for 3 days and 800C for 2 days. The solvent was evaporated in vacuo. Water was added and the reaction mixture was acidified with 1N HCI (pH 4~5) and extracted with ethyl acetate. The solvent was evaporated in vacuo to leave 1.43 g (94%) of pure compound. The compound was used for the following reaction without further purification.
  • 9
  • [ 72752-80-8 ]
  • [ 3958-57-4 ]
  • [ 1092566-57-8 ]
YieldReaction ConditionsOperation in experiment
67% With potassium carbonate In acetonitrile for 16h; Reflux; 2.2.2 2.2 1 g (5.2 mmol) of the substance methyl 2-oxo-2,3-dihydrobenzoxazole-6-carboxylate is dissolved in 20 ml of acetonitrile, 2.8 g (20.3 mmol) of potassium carbonate and 1.24 g (5.7 mmol) of m-nitrobenzyl bromide are added, and the mixture is heated under reflux for 16 h. After cooling, 30 ml of dichloromethane are added to reaction mixture, and the mixture is extracted with 2×20 ml of water, the organic phase is dried over sodium sulfate, and the solvent is removed by distillation. The residue is slurried in methanol, filtered off with suction and washed with diethyl ether. The substance is reacted further without further purification; yield: 1.15 g (67%) of methyl 3-(3-nitrobenzyl)-2-oxo-2,3-dihydrobenzoxazole-6-carboxylate; m.p. 149-151° C.; ESI: 329 (M+H); HPLC: Rt=5.12 min (method A).
  • 10
  • [ 2374-03-0 ]
  • [ 72752-80-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: hydrogenchloride / 48 h / 0 - 20 °C 2: tetrahydrofuran / 24 h / Reflux
Multi-step reaction with 2 steps 1: hydrogenchloride / 0 - 20 °C 2: tetrahydrofuran / 24 h / Reflux
  • 11
  • [ 72752-80-8 ]
  • [ 207552-68-9 ]
YieldReaction ConditionsOperation in experiment
24% With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; 6-(Hydroxymcthyl)benzo[d]oxazol-2(3H)-one (52-2): 1M lithium aluminum hydride in tetrahydrofuran (39 mL, 39 mmol, 1.5 equiv) was added at a rate maintaining the reaction temperature below 5°C to a mixture of compound 52-1 (5 g, 25.6 mmol, 1 equiv) in tetrahydrofuran (120 mL) at 0°C. The reaction was stirred at room temperature for overnight, at which point LC/MS analysis indicated the reaction was complete. The reaction was cooled to 5°C, water (1.5 mL), 4N sodium hydroxide solution (3 mL) and water (6 mL) was added sequentially. The mixture was stirred at room temperature for 30 minutes and filtered. The filtrate was concentrated under reduced pressure. The residue was purified on an Interchim automated chromatography system (220 g Sorbtech silica gel column), eluting with a gradient of 0 to 10% methanol in dichloromethane to give compound 52-2 (1.03 g, 24% yield) as a yellow solid. (CH-QZH-01-021).
148 mg With lithium aluminium tetrahydride In tetrahydrofuran at 5 - 20℃; for 1.58333h; Inert atmosphere; Intermediate 77. 6-(hydroxymethyl)-1 ,3-benzoxazol-2(3H)-one To a solution of methyl 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carboxylate (865 mg of 79% purity, 3.51 mmol) in THF (15 mL) was added, under argon atmosphere and at 0 °C, lithium aluminium hydride (400 mg, 10.5 mmol) in portions in order to maintain the internal temperature below 5 °C. After the last addition, the thick suspension was allowed to warm up to room temperature and stirred for 1 .5 hours. Then, water was added (0.4 mL) dropwise followed by addition of 4N sodium hydroxide (0.4 mL) and water (1 .2 mL). The mixture was filtered and the solid residue was washed with EtOH. The ethanolic phase was concentrated to dryness. The brown solid obtained was purified by reverse phase column chromatography over C18 modified silica gel eluting with water:MeOH (from 0 to 100% of MeOH) to give a pure fraction of the title compound (148 mg, 26% yield).LRMS (m/z): 166 (M+1 )+.
148 mg With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Inert atmosphere; Intermediate 77. 6-(hydroxymethyl)-1 ,3-benzoxazol-2(3H)-one Intermediate 77. 6-(hydroxymethyl)-1 ,3-benzoxazol-2(3H)-oneTo a solution of methyl 2-oxo-2,3-dihydro-1 ,3-benzoxazole-6-carboxylate (865 mg of 79% purity, 3.51 mmol) in THF (15 mL) was added, under argon atmosphere and at 0 °C, lithium aluminium hydride (400 mg, 10.5 mmol) in portions in order to maintain the internal temperature below 5 °C. After the last addition, the thick suspension was allowed to warm up to room temperature and stirred for 1 .5 hours. Then, water was added (0.4 mL) dropwise followed by addition of 4N sodium hydroxide (0.4 mL) and water (1 .2 mL). The mixture was filtered and the solid residue was washed with EtOH. The ethanolic phase was concentrated to dryness. The brown solid obtained was purified by reverse phase column chromatography over C18 modified silica gel eluting with water:MeOH (from 0 to 100% of MeOH) to give a pure fraction of the title compound (148 mg, 26% yield).LRMS (m/z): 166 (M+1 )+.
  • 12
  • [ 72752-80-8 ]
  • [ 1435516-84-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1.58 h / 5 - 20 °C / Inert atmosphere 2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere 2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C
  • 13
  • [ 72752-80-8 ]
  • [ 1435516-85-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1.58 h / 5 - 20 °C / Inert atmosphere 2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C 3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C / Sealed tube
Multi-step reaction with 3 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 1.5 h / 0 - 20 °C / Inert atmosphere 2: 1H-imidazole / N,N-dimethyl-formamide / 16 h / 0 - 20 °C 3: potassium carbonate / N,N-dimethyl-formamide / 4 h / 120 °C / Sealed tube
  • 14
  • [ 19213-72-0 ]
  • [ 63435-16-5 ]
  • [ 72752-80-8 ]
  • 15
  • [ 72752-80-8 ]
  • C13H15NO5S [ No CAS ]
  • methyl 3-(2-((7-methoxyquinolin-4-yl)oxy)ethyl)-2-oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
With caesium carbonate In N,N-dimethyl-formamide at 50℃; for 5h; Methyl 3-(2-((7-methoxyquinolin-4-yl)oxy)ethyl)-2-oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylate (11d) General procedure: The crude product above (2.0mmol) was dissolved in DMF (20mL). The corresponding benzo[d]oxazol-2(3H)-one (2.4mmol) and Cs2CO3 (782mg, 2.4mmol) was added to the solution. The reaction mixture was stirred at 50°C for 5h and then cooled to room temperature. The mixture was diluted with water (40mL) and then was extracted with ethyl acetate (20mL×3). The combined organic layer was washed by saturated sodium chloride solution for three times, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford 11. White solid (17%, 4 steps). 1H NMR (300MHz, CDCl3) δ 8.65 (d, J=5.3Hz, 1H), 8.03 (dd, J=8.2, 1.5Hz, 1H), 7.89 (d, J=1.4Hz, 1H), 7.82 (d, J=9.2Hz, 1H), 7.33 (d, J=2.4Hz, 1H), 7.24 (d, J=8.3Hz, 1H), 7.08 (dd, J=9.2, 2.6Hz, 1H), 6.61 (d, J=5.3Hz, 1H), 4.53 (t, J=4.9Hz, 2H), 4.41 (t, J=4.9Hz, 2H), 3.94 (d, J=3.3Hz, 3H), 3.92 (s, 3H). 13C NMR (101MHz, CDCl3) δ 167.52 (s), 162.53 (s), 162.10 (s), 155.76 (s), 152.92 (s), 152.55 (s), 143.68 (s), 136.64 (s), 127.88 (s), 126.60 (s), 124.11 (s), 120.18 (s), 116.81 (s), 112.93 (s), 109.33 (s), 108.55 (s), 100.63 (s), 66.75 (s), 56.91 (s), 53.85 (s), 43.28 (s). MS (ESI): 395.1 [M+H]+. Purity: >95%
  • 16
  • [ 72752-80-8 ]
  • diethyl ((2-oxo-2,3-dihydrobenzo[d]oxazol-6-yl)methyl)phosphonate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2: zinc(II) iodide / tetrahydrofuran / 3 h / 70 °C
  • 17
  • [ 72752-80-8 ]
  • (E)-6-(2-bromo-3-ethoxy-5-((2-(trimethylsilyl)ethoxy)methoxy)styryl)benzo[d]oxazol-2(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: zinc(II) iodide / tetrahydrofuran / 3 h / 70 °C 3.1: potassium <i>tert</i>-butylate / 1,2-dimethoxyethane / 1 h / 0 °C 3.2: 48 h / 20 °C
  • 18
  • [ 72752-80-8 ]
  • (E)-6-(3-ethoxy-2-(3-methylbut-2-en-1-yl)-5-((2-(trimethylsilyl)ethoxy)methoxy)styryl)benzo[d]oxazol-2(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: zinc(II) iodide / tetrahydrofuran / 3 h / 70 °C 3.1: potassium <i>tert</i>-butylate / 1,2-dimethoxyethane / 1 h / 0 °C 3.2: 48 h / 20 °C 4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 20 h / 100 °C
  • 19
  • [ 72752-80-8 ]
  • (E)-6-(3-ethoxy-5-hydroxy-2-(3-methylbut-2-en-1-yl)styryl)benzo[d]oxazol-2(3H)-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C 2.1: zinc(II) iodide / tetrahydrofuran / 3 h / 70 °C 3.1: potassium <i>tert</i>-butylate / 1,2-dimethoxyethane / 1 h / 0 °C 3.2: 48 h / 20 °C 4.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,4-dioxane / 20 h / 100 °C 5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 24 h / 70 °C
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Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Additions of Organometallic Reagents • Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Acyl Group Substitution • Add Hydrogen Cyanide to Aldehydes and Ketones to Produce Alcohols • Alcohol Syntheses from Aldehydes, Ketones and Organometallics • Alcohols Convert Acyl Chlorides into Esters • Alcoholysis of Anhydrides • Aldehydes and Ketones Form Hemiacetals Reversibly • Aldehydes May Made by Terminal Alkynes Though Hydroboration-oxidation • Aldol Addition • Aldol Condensation • Alkenes React with Ozone to Produce Carbonyl Compounds • Alkylation of Aldehydes or Ketones • Alkylation of Enolate Ions • Amide Hydrolysis • Amide Hydrolysis • Amides Can Be Converted into Aldehydes • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • Baeyer-Villiger Oxidation • Barbier Coupling Reaction • Base-Catalyzed Hydration of α,β -Unsaturated Aldehydes and Ketones • Baylis-Hillman Reaction • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Bouveault-Blanc Reduction • Bucherer-Bergs Reaction • Catalytic Hydrogenation • Chan-Lam Coupling Reaction • Claisen Condensations Produce β-Dicarbonyl Compounds • Claisen Condensations Produce β-Dicarbonyl Compounds • Clemmensen Reduction • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Complex Metal Hydride Reductions • Conjugated Enone Takes Part in 1,4-Additions • Conversion of Amino with Nitro • Convert Esters into Aldehydes Using a Milder Reducing Agent • Corey-Bakshi-Shibata (CBS) Reduction • Corey-Chaykovsky Reaction • Cyanohydrins can be Convert to Carbonyl Compounds under Basic Conditions • Decarboxylation of 3-Ketoacids Yields Ketones • Decarboxylation of Substituted Propanedioic • Deoxygenation of the Carbonyl Group • Deprotection of Cbz-Amino Acids • Deprotonation of a Carbonyl Compound at the α -Carbon • Deprotonation of Methylbenzene • Diorganocuprates Convert Acyl Chlorides into Ketones • Directing Electron-Donating Effects of Alkyl • Dithioacetal Formation • Electrophilic Chloromethylation of Polystyrene • Enamines Can Be Used to Prepare Alkylated Aldehydes • Enol-Keto Equilibration • Enolate Ions Are Protonated to Form ketones • Ester Cleavage • Ester Hydrolysis • Exclusive 1,4-Addition of a Lithium Organocuprate • Fischer Indole Synthesis • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • Furan Hydrolyzes to Dicarbonyl Compounds • Geminal Diols and Acetals Can Be Hydrolyzed to Carbonyl Compounds • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Benzene • Hantzsch Pyridine Synthesis • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Henry Nitroaldol Reaction • HIO4 Oxidatively Degrades Vicinal Diols to Give Carbonyl Derivatives • Hofmann Rearrangement • Horner-Wadsworth-Emmons Reaction • Hydration of the Carbonyl Group • Hydride Reductions • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydride Reductions of Aldehydes and Ketones to Alcohols • Hydrogenation by Palladium on Carbon Gives the Saturated Carbonyl Compound • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Isomerization of β, γ -Unsaturated Carbonyl Compounds • Ketone Synthesis from Nitriles • Ketones Undergo Mixed Claisen Reactions to Form β-Dicarbonyl Compounds • Lawesson's Reagent • Leuckart-Wallach Reaction • Lithium Organocuprate may Add to the α ,β -Unsaturated Carbonyl Function in 1,4-Fashion • Mannich Reaction • McMurry Coupling • Meerwein-Ponndorf-Verley Reduction • Mercury Ions Catalyze Alkynes to Ketones • Michael Addition • Nitration of Benzene • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Alcohols to Carbonyl Compounds • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Passerini Reaction • Paternò-Büchi Reaction • Petasis Reaction • Peterson Olefination • Phenylhydrazone and Phenylosazone Formation • Pictet-Spengler Tetrahydroisoquinoline Synthesis • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Prins Reaction • Pyrroles, Furans, and Thiophenes are Prepared from γ-Dicarbonyl Compounds • Reactions of Aldehydes and Ketones • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions with Organometallic Reagents • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reduction of an Ester to an Alcohol • Reduction of an Ester to an Aldehyde • Reductive Amination • Reductive Amination • Reductive Removal of a Diazonium Group • Reformatsky Reaction • Reverse Sulfonation——Hydrolysis • Robinson Annulation • Schlosser Modification of the Wittig Reaction • Schmidt Reaction • Specialized Acylation Reagents-Carbodiimides and Related Reagents • Specialized Acylation Reagents-Ketenes • Stobbe Condensation • Strecker Synthesis • Sulfonation of Benzene • Tebbe Olefination • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Cycloaddition of Dienes to Alkenes Gives Cyclohexenes • The Nitro Group Conver to the Amino Function • The Reaction of Alkynyl Anions with Carbonyl Derivatives • The Wittig Reaction • Thiazolium Salt Catalysis in Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Thiazolium Salts Catalyze Aldehyde Coupling • Transesterification • Ugi Reaction • Use 1,3-dithiane to Prepare of α-Hydroxyketones • Vilsmeier-Haack Reaction • Wittig Reaction • Wolff-Kishner Reduction
Historical Records

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[ 72752-80-8 ]

Amides

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Esters

Chemical Structure| 65422-70-0

[ 65422-70-0 ]

Methyl 2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.97

Chemical Structure| 1221792-78-4

[ 1221792-78-4 ]

Methyl 7-methoxy-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.94

Chemical Structure| 139284-98-3

[ 139284-98-3 ]

Ethyl 2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.94

Chemical Structure| 195140-52-4

[ 195140-52-4 ]

Benzyl 4-(((2,5-dimethoxyphenyl)carbamoyl)oxy)benzoate

Similarity: 0.94

Chemical Structure| 100246-04-6

[ 100246-04-6 ]

Methyl 2-oxo-2,3-dihydrobenzo[d]oxazole-4-carboxylate

Similarity: 0.93

Related Parent Nucleus of
[ 72752-80-8 ]

Benzoxazoles

Chemical Structure| 54903-16-1

[ 54903-16-1 ]

2-Oxo-2,3-dihydrobenzo[d]oxazole-6-carboxylic acid

Similarity: 0.98

Chemical Structure| 65422-70-0

[ 65422-70-0 ]

Methyl 2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.97

Chemical Structure| 65422-72-2

[ 65422-72-2 ]

2-Oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylic acid

Similarity: 0.95

Chemical Structure| 1221792-78-4

[ 1221792-78-4 ]

Methyl 7-methoxy-2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.94

Chemical Structure| 139284-98-3

[ 139284-98-3 ]

Ethyl 2-oxo-2,3-dihydrobenzo[d]oxazole-5-carboxylate

Similarity: 0.94

; ;