Alternatived Products of [ 5568-33-2 ]
Product Details of [ 5568-33-2 ]
CAS No. : | 5568-33-2 |
MDL No. : | MFCD09842446 |
Formula : |
C7H4ClNO3
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | GVBXZIANHMNKAK-UHFFFAOYSA-N |
M.W : |
185.56
|
Pubchem ID : | 278166 |
Synonyms : |
|
Application In Synthesis of [ 5568-33-2 ]
* 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 [ 5568-33-2 ]
- Downstream synthetic route of [ 5568-33-2 ]
- 1
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[ 5568-33-2 ]
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[ 124-41-4 ]
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[ 54439-75-7 ]
- 2
-
[ 121-86-8 ]
-
[ 5568-33-2 ]
Reference:
[1]Journal of Pharmaceutical Sciences,1967,vol. 56,p. 737 - 742
[2]Bioorganic and Medicinal Chemistry Letters,2003,vol. 13,p. 2059 - 2063
[3]Bioorganic and Medicinal Chemistry Letters,2002,vol. 12,p. 1323 - 1326
[4]Journal of the Chemical Society. Perkin transactions I,1981,p. 423 - 426
[5]Chemische Berichte,1891,vol. 24,p. 706
[6]Synthetic Communications,2011,vol. 41,p. 3078 - 3084
- 3
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[ 64-17-5 ]
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[ 77455-65-3 ]
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[ 5568-33-2 ]
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[ 73097-02-6 ]
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2-chloro-4-nitrobenzaldehyde diethyl acetal
[ No CAS ]
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[ 77455-68-6 ]
-
[ 77455-66-4 ]
-
[ 77455-67-5 ]
Yield | Reaction Conditions | Operation in experiment |
1: 26%
2: 28%
3: 20%
4: 3% |
With potassium hydroxide In water at 28℃; for 1.66667h; |
|
- 4
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[ 5568-33-2 ]
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[ 21316-04-1 ]
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[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
|
(i) Et3N, (ii) H2, PtO2; Multistep reaction; |
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- 5
-
[ 5568-33-2 ]
-
[ 21316-04-1 ]
-
[ CAS Unavailable ]
Yield | Reaction Conditions | Operation in experiment |
|
With triethylamine |
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- 6
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[ 52301-88-9 ]
-
[ 5568-33-2 ]
Yield | Reaction Conditions | Operation in experiment |
100% |
|
Compound 54; A solution of oxalyl chloride (8.6 ml, 100 mmol, 1.3 equiv.) in DCM (250 ml) was cooled to -70 0C. A solution of DMSO (8.9 ml, 125 mmol, 1.6 equiv.) in DCM (50 ml) was added slowly, maintaining temperature below -70 0C. The mixture was stirred for 15 minutes. Compound 52 (14.45 g, 77 mmol, 1.0 equiv.) was dissolved in DCM (150 ml) and the solution was added dropwise to the mixture. After addition, the mixture was stirred at -70 0C for 45 minutes. Et3N (54 mL, 385 mmol, 5.0 equiv.) was added to the mixture, then the mixture was allowed to warm to the room temperature and stirred overnight. The mixture was diluted with DCM (500 mL) and washed with sat'd NH4Cl (2x), water and brine. After drying on Na2SO4, filtration and concentration in vacuo, compound 54 was obtained as a solid in a quantitative yield (14.29 g). |
- 7
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[ 5568-33-2 ]
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[ 73097-02-6 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 54 percent / phosphorus pentachloride / 6 h / 90 - 100 °C
2: 3 percent / potassium hydroxide / aq. ethanol / 1.67 h / 28 °C |
|
- 8
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[ 865350-17-0 ]
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[ 5568-33-2 ]
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[ 1337935-23-5 ]
Yield | Reaction Conditions | Operation in experiment |
94% |
With diethylzinc In toluene at 0℃; for 18h; Inert atmosphere; |
|
Reference:
[1]Fandrick, Daniel R.; Saha, Jaideep; Fandrick, Keith R.; Sanyal, Sanjit; Ogikubo, Junichi; Lee, Heewon; Roschangar, Frank; Song, Jinhua J.; Senanayake, Chris H.
[Organic Letters, 2011, vol. 13, # 20, p. 5616 - 5619]
- 9
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[ 5568-33-2 ]
-
[ 28163-00-0 ]
Yield | Reaction Conditions | Operation in experiment |
78% |
With ammonium hydroxide; trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane; ammonium bromide at 20℃; for 0.833333h; Green chemistry; |
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- 10
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[ 121-86-8 ]
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[ 5568-33-2 ]
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[ 99-60-5 ]
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[ 52301-88-9 ]
Yield | Reaction Conditions | Operation in experiment |
|
|
Adding a time fresh material in the oxidation reactor is 2-chloro-4-nitro toluene and catalyst is dissolved in the acetic acid Co(Ac)2·4H2O, having the general formula (IV) of a metal phthalocyanine structure (R1=CH3CH2, R2=H, M=Mn), having the general formula (I) structural metal porphyrin (R1=R2=H, R3=CH3, M=Cu) mixture, the total concentration is 225 ppm, acetic acid and 2-chloro-4-nitrotoluene mass ratio of 0. 04. When the device was operated in steady state, the flow rate of the fresh material in the oxidation reactor was 4. 3mL / h. The average residence time of the oxidation reactor in liquid phase was 4.0 hours, the mass fraction of oxygen was 6% oxygen-enriched air was continuously fed into the oxidation reactor to maintain the reaction temperature of 130 C and the reaction pressure of 0.7 MPa. The volume ratio of the water fed into the hydrolysis reactor to the oxidation reaction liquid entering the hydrolysis reactor was 0. 57: 1 and oxygen-enriched air with 60% oxygen content was continuously fed to maintain the reaction temperature in the hydrolysis reactor 83 C and the reaction pressure was 0.5 MPa. The residence time of the liquid phase in the hydrolysis reactor was 3.6 h. The liquid phase at the outlet of the hydrolysis reactor was continuously fed into a liquid-liquid delaminator at a temperature of 51 C and a pressure of 0.4 MPa. The conversion of 2-chloro-4-nitrotoluene in the system was 97.2%, and 2-chloro-4-nitrobenzyl alcohol, 2-chloro-4-nitrobenzaldehyde and 2-chloro-4-nitrobenzoic acid were 65.6%, 24.2% and 10.2%, respectively. Other by-products were not detected. |