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[ CAS No. 24033-49-6 ] {[proInfo.proName]}

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Product Details of [ 24033-49-6 ]

CAS No. :24033-49-6 MDL No. :MFCD19374520
Formula : C10H13NO Boiling Point : -
Linear Structure Formula :- InChI Key :SEFPQGGFTLHJHO-UHFFFAOYSA-N
M.W : 163.22 Pubchem ID :23360989
Synonyms :

Safety of [ 24033-49-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362 UN#:N/A
Hazard Statements:H315-H319 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 24033-49-6 ]

* 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 [ 24033-49-6 ]

[ 24033-49-6 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 24033-49-6 ]
  • [ 677-25-8 ]
  • [ 71517-27-6 ]
  • 3
  • C15H21NO4 [ No CAS ]
  • [ 24033-49-6 ]
  • 4
  • [ 500903-22-0 ]
  • [ 24033-49-6 ]
YieldReaction ConditionsOperation in experiment
87% With platinum on activated charcoal; hydrogen; In 2-methyl-propan-1-ol; toluene; at 60℃; under 11251.1 Torr; for 10.0h; General procedure: Pt/C (2 g) was added to solution of compounds 1 (50 mmol) in mixture of toluene (200 mL) andisopropanol (100 mL). The reaction mixture was stirred in H2 at 60 , 1.5 Mpa for 10 h. Then themixture was filtered, and the filtrate was dried over magnesium sulfate anhydrous, and the toluene wasremoved under vacuum. The crude product was separated on silica gel by column chromatography [V(EtOAc): V (light petroleum) = 1:4] until the compounds 2 were collected.
87% With platinum on activated charcoal; hydrogen; In isopropyl alcohol; toluene; at 60℃; under 11251.1 Torr; for 10.0h; General procedure: Pt/C (2g) was added to solution of compounds 2a-f (50 mmol) in mixture of toluene (200 ml) and isopropanol (10ml). the reaction mixture was stirredin a hydrogen atmosphere at 60, 1.5 Mpa for 10 hr. Then the mixture was filtered, and the filtrate was driedover magnesium sulfate anhydrous and the toluene was removed under vacuum. The crude product was separated on silica gel by column chromatography[V(EtOAc): V (light petroleum) = 1:4] until the benzoxazines 3a-f were collected.
87% With platinum on activated charcoal; hydrogen; In isopropyl alcohol; toluene; at 55 - 60℃; under 11251.1 Torr; for 10.0h; General procedure: Pt/C (2 g) was added to a solution of compound 1 (50 nmol) in the mixture of toluene (200 mL) and isopropanol (100 mL). The reaction mixture was stirred in H2 at 60, 1.5 Mpa for 10 h. Then the mixture was filtered, and the filtrate was dried over magnesium sulfate anhydrous, and the toluene was removed under vacuum. The crude product was separated on silicagel by column chromatography [V (EtOAc): V (lightpetroleum) = 1:4] until the benzoxazine 2 were collected. The physical and spectra data of the compounds 2 were as follows:
54.9% With platinum on carbon; hydrogen; In isopropyl alcohol; toluene; at 55℃; under 11251.1 Torr; for 20.0h; General procedure: Nitrophenoxy-2-propanone 2 (0.05 mol), toluene (250 mL), and isopropanol (100 mL) were added to the high pressure reactor with 5% Pt/C (2.0 g) as catalyst. After the connection device, hydrogen was filled to system and maintained pressure at 1.5 MPa during the reaction, the reaction mixture was continuously stirred at 55C and 200 r/min for 20 h. When the progress was finished, the crude product was collected by filtration and concentration. Then, it was purified on silica gel by column chromatography using petroleum ether/EtOAc as eluent.

  • 5
  • [ 24033-49-6 ]
  • [ 701-99-5 ]
  • 3,6-dimethyl-4-phenoxyacetyl-3,4-dihydro-2H-1,4-benzoxazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With potassium carbonate; In benzene; at 20℃; for 1.0h; General procedure: Phenoxyacetyl chloride (21 mmol) was dropwise added to the mixture of K2CO3 (15.2 mmol, 1.6 g),3-methyl-3,4-dihydro-2H-1,4-benzoxazine (14 mmol) and benzene (34 mL) at room temperature for 1 h.Then the mixture was filtered, and the filtrate was washed and dried over magnesium sulfate anhydrous.The benzene was removed under vacuum. The crude products were recrystallized with EtOAc and lightpetroleum.
77.1% With potassium carbonate; In toluene; at 20 - 25℃; for 1.5h; General procedure: The phenoxyacetyl chloride (21 mmol) was added dropwise to the 3-methyl-3,4-dihydro-2H-1,4-benzoxazine 3 (14 mmol) dissolved in toluene (30 mL) with anhydrous K2CO3 as the attaching acid agent at 20~25C, and the mixture was stirred for 1.5 h. On completion of the reaction (TLC monitored), the mixture was filtered and washed with water. The organic layer was dried over anhydrous MgSO4 and filtered. After removal of the solvent, the residue was purified by column chromatography on silica gel using petroleum ether/EtOAc as eluent to obtain the target compounds 4a and 4b.
  • 7
  • [ 79-36-7 ]
  • [ 24033-49-6 ]
  • N-dichloroacetyl-3,4-dihydro-3,6-dimethyl-2H-1,4-benzoxazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% With sodium carbonate; In benzene; at 20℃; for 2.0h; General procedure: Dichloroacetyl chloride (17.6 mmol) was addedslowly in the mixture containing compounds 3a-f (14mmol), Na2CO3 (15.2 mmol), benzene (25 ml). The system was stirred at room temp for 2 hr. TLC monitored the reaction. Then the mixture was rinsed,and the organic phase was dried over anhydrousmagnesium sulfate. Benzene was removed under vacuum. The crude products 4a-f were obtained and recrystallized from ethanol and light petroleum.
  • 8
  • [ 24033-49-6 ]
  • [ 13831-31-7 ]
  • 3,6-dimethyl-4-acetoxyacetyl-3,4-dihydro-2H-1,4-benzoxazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% With potassium carbonate; In benzene; at 20℃; for 1.5h; General procedure: Acetoxyacetyl chloride (17.6 mmol) was slowly added to a mixture of K2CO3(15.2 mmol), compound 2 (14 mmol) and benzene (34 mL) at room temperature. TLC monitored the reaction. Then the mixture was cooled, washed with water, and filtered.The filtrate was washed and dried over magnesium sulfate anhydrous. Benzene was removed under vacuum. The crude products were recrystallized with EtOAc and light petroleum. The physical and spectra data of the compounds 3a-f were as follows
  • 9
  • [ 24033-49-6 ]
  • C10H3Cl6N3O [ No CAS ]
  • (1-(2,4-dichlorophenyl)-5-(trichloromethyl)-1H-1,2,4-triazol-3-yl)(3,6-dimethyl-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)methanone [ No CAS ]
  • 10
  • [ 78-75-1 ]
  • [ 95-84-1 ]
  • [ 24033-49-6 ]
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