Alternatived Products of [ 28955-70-6 ]
Product Details of [ 28955-70-6 ]
CAS No. : | 28955-70-6 |
MDL No. : | MFCD18450461 |
Formula : |
C7H5NO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
151.12
|
Pubchem ID : | - |
Synonyms : |
|
Safety of [ 28955-70-6 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 28955-70-6 ]
* 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 [ 28955-70-6 ]
- 1
-
[ 634-60-6 ]
-
[ 57-13-6 ]
-
[ 28955-70-6 ]
- 2
-
[ 3163-15-3 ]
-
[ 530-62-1 ]
-
[ 28955-70-6 ]
Yield | Reaction Conditions | Operation in experiment |
|
In tetrahydrofuran;Heating / reflux; |
Example 123 Preparation of P050 Synthesis of 4-Hydroxy-3H-benzooxazol-2-one, I-90. A mixture of 2-amin-benzne-1,3-diol (2.03 g, 16.2 mmol) and 1,1'-carbonyldiimidazole (2.63 g, 16.2 mmol) in THF (200 ml) was refluxed over night. After removal of THF under vacuum, residue was dissolved in EtOAc and washed with diluted HCl aq., water, brine and dried over sodium sulfate. After removal of solvent, solid was washed with ether to give 1.9 g of compound I-90. 1H-NMR (500 MHz, DMSO-d6). |
|
In tetrahydrofuran;Heating / reflux; |
Example 38; Preparation of A05Synthesis of 4-Hydroxy-3H-benzooxazol-2-one, K-72; A mixture of 2-amino- benzene-l,3-diol (K-68, 2.03 g, 16.2 mmole) and l,l'-carbonyldiimidazole (2.63 g, 16.2 mmole) in THF (200 ml) was refluxed over night. After removal of THF under vacuum, residue was dissolved in ethyl acetate and washed with diluted HCl aq., water, brine and dried over sodium sulfate. After removal of solvent, solid was washed with ether to give 1.9 g of compound K-72. |
- 3
-
[ 32315-10-9 ]
-
[ 3163-15-3 ]
-
[ 28955-70-6 ]
Yield | Reaction Conditions | Operation in experiment |
78.8% |
In tetrahydrofuran; for 5h;Inert atmosphere; Reflux; |
Bis(trichloromethyl) carbonate (2.80 g, 9.4 mmol) was dissolved in THF (100 mL) and added to a solution of <strong>[3163-15-3]2-aminoresorcinol</strong> (1.25 g, 10 mmol) in THF. The mixture was stirred under a nitrogen atmosphere at reflux for 5 h. After completion of the reaction, excess solvent was distilled off. The residue was purified by silica gel column chromatography using DCM/ MeOH (94:6) as the eluent. |
- 4
-
[ 4530-18-1 ]
-
[ 28955-70-6 ]
-
C21H22N2O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
38% |
With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20℃; |
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
- 5
-
[ 93000-03-4 ]
-
[ 28955-70-6 ]
-
C17H22N2O6S
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
57% |
With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20℃; |
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
- 6
-
[ 5241-64-5 ]
-
[ 28955-70-6 ]
-
C23H23N3O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
78% |
With dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 20℃; |
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
- 7
-
[ 552-16-9 ]
-
[ 28955-70-6 ]
-
[ 1429193-60-1 ]
Yield | Reaction Conditions | Operation in experiment |
84.3% |
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; |
1.3 General procedure for the preparation of 4-substituted benzoxazolones 3a-3g and 4a-4j
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
Reference:
[1]Tang, Li; Ma, Wen-Hua; Ma, Yun-Long; Ban, Shu-Rong; Feng, Xiu-E; Li, Qing-Shan
[Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 8, p. 2380 - 2383]
- 8
-
[ 121-92-6 ]
-
[ 28955-70-6 ]
-
[ 1429193-61-2 ]
Yield | Reaction Conditions | Operation in experiment |
75.3% |
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; |
1.3 General procedure for the preparation of 4-substituted benzoxazolones 3a-3g and 4a-4j
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
Reference:
[1]Tang, Li; Ma, Wen-Hua; Ma, Yun-Long; Ban, Shu-Rong; Feng, Xiu-E; Li, Qing-Shan
[Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 8, p. 2380 - 2383]
- 9
-
[ 99-04-7 ]
-
[ 28955-70-6 ]
-
[ 1429193-64-5 ]
Yield | Reaction Conditions | Operation in experiment |
87.2% |
With dmap; dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃; |
1.3 General procedure for the preparation of 4-substituted benzoxazolones 3a-3g and 4a-4j
General procedure: To a solution of 4-hydroxy-2(3H)-benzoxazolone (2, 0.66 mmol) in THF, N,N2-dicyclohexylcardodiimide (DCC, 0.66 mmol), 4-dimethylaminopyridine (DMAP, 0.13 mmol), and R-carboxylic acid or benzoic acid (0.79 mmol) were added. The mixture was stirred at room temperature until the starting material was consumed (monitored by TLC). The residue obtained after removal of the solvent under reduced pressure was purified by silica gel column chromatography using ethyl acetate/petroleum benzene (1:4-2:3). |
Reference:
[1]Tang, Li; Ma, Wen-Hua; Ma, Yun-Long; Ban, Shu-Rong; Feng, Xiu-E; Li, Qing-Shan
[Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 8, p. 2380 - 2383]