Alternatived Products of [ 35676-70-1 ]
Product Details of [ 35676-70-1 ]
CAS No. : | 35676-70-1 |
MDL No. : | MFCD14728011 |
Formula : |
C8H5ClN2O
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
180.59
|
Pubchem ID : | - |
Synonyms : |
|
Application In Synthesis of [ 35676-70-1 ]
* 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.
- Upstream synthesis route of [ 35676-70-1 ]
- Downstream synthetic route of [ 35676-70-1 ]
- 1
-
[ 15804-19-0 ]
-
[ 35676-70-1 ]
Yield | Reaction Conditions | Operation in experiment |
35% |
With trichlorophosphate; In dichloromethane; at 20℃; for 12h; |
A mixture of quinoxalin-2,3(1H,4H)-dione (1) [16] (40 mmol) and phosphorus oxychloride (60 mmol) in methylene chloride (50 mL) was stirred at room temperature for 12 h. The excess solvent was evaporated under reduced pressure. The residue was dissolved in ice/water and neutralized with ammonia solution 30%. The formed precipitate was filtered off and purified on column chromatography by using petroleum ether (60-80): ethyl acetate (7:3) as an eluent. Crystal structure of compound 3 obtained. |
|
With thionyl chloride; In N,N-dimethyl-formamide; toluene; at 130℃; for 2h; |
The quinoxalin-2-one of the present example is prepared with phenyl-1,2-diamine and oxalic acid via the method described in Example 12 to afford the 1,4-Dihydro quinoaxline-2,3-dione. The 1,4-Dihydro quinoaxline-2,3-dione is then treated with SOCl2 in 2.5% DMF:toluene, heated to 130 C., stirred for 2 h, filtered and concentrated to afford the 3-chloro-1H-quinoxalin-2-one in crude form. |
Reference:
[1]European Journal of Medicinal Chemistry,2011,vol. 46,p. 327 - 340
[2]Journal of Medicinal Chemistry,1985,vol. 28,p. 363 - 366
[3]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 4790 - 4793
[4]Patent: US2004/266668,2004,A1 .Location in patent: Page/Page column 37
[5]ChemMedChem,2012,vol. 7,p. 823 - 835
[6]European Journal of Medicinal Chemistry,2013,vol. 69,p. 115 - 124
[7]Patent: DE651750,1936,
Fortschr. Teerfarbenfabr. Verw. Industriezweige,vol. 24,p. 878
[8]Patent: CN109793739,2019,A
[9]Patent: CN109796417,2019,A
[10]Journal of Heterocyclic Chemistry,2019,vol. 56,p. 3215 - 3235
- 2
-
[ 49568-68-5 ]
-
[ 35676-70-1 ]
- 3
-
[ 35676-70-1 ]
-
[ 338757-81-6 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: hydrazine hydrate / ethanol / 3 h / Reflux
2: methanol / 6 h / Reflux |
|
- 4
-
[ 35676-70-1 ]
-
[ 29067-87-6 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: hydrazine hydrate / ethanol
2: N,N-dimethyl-formamide / 8 h / 90 °C |
|
Reference:
[1]Galal, Shadia A.; Abdelsamie, Ahmed S.; Soliman, Salwa M.; Mortier, Jeremie; Wolber, Gerhard; Ali, Mamdouh M.; Tokuda, Harukuni; Suzuki, Nobutaka; Lida, Akira; Ramadan, Raghda A.; El Diwani, Hoda I.
[European Journal of Medicinal Chemistry, 2013, vol. 69, p. 115 - 124]