Alternatived Products of [ 33142-18-6 ]
Product Details of [ 33142-18-6 ]
| CAS No. : | 33142-18-6 |
MDL No. : | MFCD06124126 |
| Formula : |
C9H8N2S
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
176.24
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 33142-18-6 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 33142-18-6 ]
* 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.
- Upstream synthesis route of [ 33142-18-6 ]
- Downstream synthetic route of [ 33142-18-6 ]
- 1
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[ 103-85-5 ]
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[ 621-62-5 ]
-
[ 33142-18-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 84% |
With hydrogenchloride In water for 4h; Reflux; |
|
Reference：
[1]Location in patent: experimental part
Schnuerch, Michael; Khan, Ather Farooq; Mihovilovic, Marko D.; Stanetty, Peter
[European Journal of Organic Chemistry, 2009, # 19, p. 3228 - 3236]
[2]Hurd; Kharasch
[Journal of the American Chemical Society, 1946, vol. 68, p. 653,656]
- 2
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[ 33142-18-6 ]
-
[ 63615-95-2 ]
- 3
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[ 133972-63-1 ]
-
[ 33142-18-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|
In water at 60℃; pH's from -1.00 to 4.71; |
|
- 4
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[ 33142-18-6 ]
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[ 182924-36-3 ]
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3-(6-chloro-pyridin-3-yl)methyl-2-phenylimino-2,3-dihydrothiazole
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 57 mg (yield; 18.9%) |
In acetonitrile; |
3-(6-Chloro-3-pyridyl)methyl-2-phenylimino-2,3-dihydrothiazole [Compound 12] A mixture of 176 mg (1 mmol) of 2-anilinothiazole and 227 mg (1.1 mmol) of <strong>[182924-36-3]5-bromomethyl-2-chloropyridine</strong> in 10 ml of acetonitrile was heated for 15 hours at 90 C. under refluxing. Then, the reaction mixture was cooled to the room temperature, and the solvent was removed under reduced pressure. The resulting residue was mixed with dichloromethane and saturated sodium hydrogen carbonate aqueous solution, and the organic layer was separated. The water layer was extracted with dichloromethane, and combined organic layer was dried over magnesium sulfate. The solvent was removed under reduced pressure and the resulting residue was purified by silica gel 60 (Merck Co., Ltd.) column chromatography (eluent; dichloromethane: ethyl acetate=from 30:1 to 9:1) to give 57 mg (yield; 18.9%) of 3-(6-chloro-3-pyridyl)methyl-2-phenylimino-2,3-dihydrothiazole as yellow crystalline and 240 mg of mixture product of 3-(6-chloro-3-pyridyl)methyl-2-phenylimino-2,3-dihydrothiazole and 2-anilino-thiazole. |
- 5
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[ 3437-95-4 ]
-
[ 33142-18-6 ]
-
[ 1290104-92-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 85% |
With potassium acetate; palladium diacetate In N,N-dimethyl acetamide at 120℃; for 20h; Inert atmosphere; |
General procedure for direct arylation reactions towards compounds 15 - 24
General procedure: 1.0 equiv of 3, 2.0 equiv of the halo-component, 2.0 equiv of KOAc, and 0.01 equiv of Pd(OAc)2 were charged into the reaction vessel in that same order. Dimethylacetamide was added and the reaction vial was evacuated and purged with argon three times. The reaction mixture was then stirred at 120 °C until the reaction was complete. The solution was diluted with ethyl acetate, silica gel was added, and this mixture was concentrated in vacuo, followed by MPLC purification. |
- 6
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[ 3034-52-4 ]
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[ 62-53-3 ]
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[ 33142-18-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 84% |
With toluene-4-sulfonic acid; In isopropyl alcohol; at 80℃; for 72h; |
General procedure: 1.0 equiv of the halothiazole, 1.5 equiv of the amino-substrate and 0.5 equiv of p-toluenesulfonic acid were dissolved in i-propanol and the reaction mixture was stirred at 80 C until the reaction was complete (TLC). The reaction mixture was then diluted with ethyl acetate and washed with saturated NaHCO3 solution and brine followed by general work-up. Purification was carried out by Kugelrohr distillation. |
- 7
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[ 33142-18-6 ]
-
[ 113975-22-7 ]
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[ 1290104-81-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 94% |
With potassium acetate; palladium diacetate; In N,N-dimethyl acetamide; at 120℃; for 4h;Inert atmosphere; |
General procedure: 1.0 equiv of 3, 2.0 equiv of the halo-component, 2.0 equiv of KOAc, and 0.01 equiv of Pd(OAc)2 were charged into the reaction vessel in that same order. Dimethylacetamide was added and the reaction vial was evacuated and purged with argon three times. The reaction mixture was then stirred at 120 C until the reaction was complete. The solution was diluted with ethyl acetate, silica gel was added, and this mixture was concentrated in vacuo, followed by MPLC purification. |
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