2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI)
- Product Name
- 2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI)
- CAS No.
- 80636-30-2
- Chemical Name
- 2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI)
- Synonyms
- 3,3-dimethyl-1,4-dihydroquinoxalin-2-one;2(1H)-quinoxalinone, 3,4-dihydro-3,3-dimethyl-;3,3-dimethyl-1,2,3,4-tetrahydroquinoxalin-2-one;Quinoxalin-2(1H)-one, 3,4-dihydro-3,3-dimethyl-;2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI)
- CBNumber
- CB51302061
- Molecular Formula
- C10H12N2O
- Formula Weight
- 176.22
- MOL File
- 80636-30-2.mol
2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI) Property
- Melting point:
- 135-136 °C
- Boiling point:
- 349.0±31.0 °C(Predicted)
- Density
- 1.079±0.06 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- pka
- 13.32±0.40(Predicted)
- Appearance
- White to yellow Solid
Safety
- HazardClass
- IRRITANT
- HS Code
- 2933998090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- T325759
- Product name
- 3,3-DIMETHYL-3,4-DIHYDRO-2(1H)-QUINOXALINONE
- Purity
- AldrichCPR
- Packaging
- 5MG
- Price
- $148
- Updated
- 2025/07/31
- Product number
- D456915
- Product name
- 3,3-Dimethyl-3,4-dihydro-1h-quinoxalin-2-one
- Packaging
- 100mg
- Price
- $65
- Updated
- 2021/12/16
- Product number
- D456915
- Product name
- 3,3-Dimethyl-3,4-dihydro-1h-quinoxalin-2-one
- Packaging
- 250mg
- Price
- $75
- Updated
- 2021/12/16
- Product number
- FD120223
- Product name
- 3,3-Dimethyl-3,4-dihydroquinoxalin-2(1H)-one
- Packaging
- 250mg
- Price
- $115
- Updated
- 2021/12/16
- Product number
- V7832
- Product name
- 3,3-Dimethyl-3,4-dihydro-1h-quinoxalin-2-one
- Packaging
- 250mg
- Price
- $122
- Updated
- 2021/12/16
2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI) Chemical Properties,Usage,Production
Synthesis Reference(s)
Journal of Medicinal Chemistry, 37, p. 758, 1994 DOI: 10.1021/jm00032a008
Synthesis
95-54-5
57-15-8
80636-30-2
GENERAL PROCEDURE: A representative procedure for the synthesis of 3,3-dimethyl-3,4-dihydroquinoxalin-2(1H)-ones from o-phenylenediamine and trichloro-tert-butanol is as follows: under nitrogen protection, 50% aqueous sodium hydroxide (0.42 mL, 5 equiv.) was added slowly and dropwise to cooled-to-0 °C o-phenylenediamine 1a (200 mg, 1 equiv.), 4-(trichloromethyl)tetrahydro-2H-pyran -4-ol (812 mg, 2 eq.) and N-benzyl-N,N-diethylethanaminium chloride (42 mg, 0.1 eq.) in dichloromethane (0.1 M) in a stirred mixture with a controlled dropwise addition time of 10-20 seconds. The reaction mixture was stirred at 0 °C and then gradually warmed to room temperature and continued stirring for 18 hours. The reaction process was monitored by analytical HPLC-MS. Upon completion of the reaction, the mixture was diluted with water (10 mL) until all solids were dissolved and the layers were subsequently separated. The aqueous layer was extracted with dichloromethane (3 x 20 mL). The organic layers were combined, dried with magnesium sulfate, filtered and the solvent evaporated to give the crude product. The crude product was purified by silica gel column chromatography with an elution gradient of 0-50% ethyl acetate/heptane. The purified solid was filtered through a Brinell funnel and washed with methyl tert-butyl ether (2×10 mL) to give the final 10,2,3,40,5,6-hexahydro-30H-spiro[pyran-4,20-quinoxalin]-30-one (310 mg, 77%) as a pale yellow powder.
References
[1] Tetrahedron Letters, 2016, vol. 57, # 39, p. 4386 - 4388
[2] Synthesis, 1982, # 1, p. 71 - 74
2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI) Preparation Products And Raw materials
Raw materials
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View Lastest Price from 2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI) manufacturers
- Product
- 3,3-Dimethyl-3,4-dihydro-1H-quinoxalin-2-one 80636-30-2
- Price
- US $2.00-6.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- g-kg-ton
- Release date
- 2025-07-28
- Product
- 2(1H)-Quinoxalinone,3,4-dihydro-3,3-dimethyl-(9CI) 80636-30-2
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 20kg
- Release date
- 2019-12-23