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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
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CAS No. : | 874-42-0 |
Formula : | C7H4Cl2O |
M.W : | 175.01 |
SMILES Code : | O=CC1=CC=C(Cl)C=C1Cl |
MDL No. : | MFCD00003305 |
InChI Key : | YSFBEAASFUWWHU-UHFFFAOYSA-N |
Pubchem ID : | 13404 |
GHS Pictogram: |
![]() ![]() |
Signal Word: | Danger |
Hazard Statements: | H303-H314-H411 |
Precautionary Statements: | P501-P273-P260-P264-P280-P312-P391-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P405 |
Class: | 8 |
UN#: | 1759 |
Packing Group: | Ⅲ |
* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With ammonium acetate; In butan-1-ol; at 120℃; for 8h; | General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | With ammonium acetate; In butan-1-ol; at 120℃; for 8h; | General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With ammonium acetate; In butan-1-ol; at 120℃; for 8h; | General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With ammonium acetate; In butan-1-ol; at 120℃; for 8h; | General procedure: Aldehyde 1 (0.5 mmol), 3-cynaoacetyl indole 2 (0.5 mmol), and 3-amino-2-enone 3 (0.5 mmol) at 120 C was stirred for 8 h or 12 h in 2 mL n-BuOH in the presence of NH4OAc (0.5 mmol). After the completion (monitored by TLC), water (50 mL) was added. The mixture was filtered and the solid product was washed with water (3×5 mL). The crude product was purified by recrystallization from EtOH to give 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol;Microwave irradiation; | General procedure: Asolution of aromatic/substituted aldehydes (0.008 mole, 0.9gm) in 25ml ethanolwas added to a solution of compound 2(0.003 mol, 0.5gm) in 10 ml ethanol and wasirradiated in a microwave oven for 8-10 min (350 W). The resultanthydrazone was precipitated by addition of water (30 ml). The product wasfiltered and purified using ethanol. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63% | In ethanol; at 90℃; for 6h; | General procedure: The corresponding aldehyde (10 mmol) was added to asolution of compound 3 (10 mmol) in absolute ethanol, thenthe mixture was refluxed for 6 h. Then, the reaction contentwas let reach room temperature, and a solid was formed. Thiscrude product was filtered off and recrystallized from acetoneto obtain the desired compound |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | General procedure: Trans-2-phenylcyclopropylamine hydrochloride (1.0 eq.), acetic acid (1.0eq.) and the appropriate aldehyde (0.9 eq.) were dissolved in around bottom flask in 10 mL dry DCE. The reaction mixture was stirred gently at room temperature for 2 h before sodium triacetoxyborohydride (3.0 eq.) was added in small portions to the reaction vessel. The reaction was monitored by TLC and quenched using 10 mL of an aqueous (5%) NaHCO3 solution. The organic layer was separated and the aqueous layer extracted three times with10 mL of DCE. All organic layers were combined, dried over anhydrous Na2SO4, concentrated in vacuo and purified using flash chromatography (silica gel; cyclohexane/ethyl acetate) to give the desired compound. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
91% | In ethanol;Reflux; | General procedure: Stirred solution of substitutedcarbaldehydes (2.0 mmol) 4 in abs. ethanol was added to a solution of an appropriate hydrazide 1 (2.0 mmol) in abs. ethanol. The solution obtained was refluxed for 2-3 h. The solid product formed was collected by filtration. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; water monomer;Reflux; | General procedure: To an equimolar mixture of two reagents ethyl acetoacetate 1 (5 mmol) and hydrazine hydrate 2 (5 mmol) in the presence of SDBS as a catalyst (x mol%) was added EtOH-H2O (1:1, 5 mL) in a 250 mL round-bottom tricol flask equipped with a condenser and heated in a refluxing sand bath under stirring. After the for- mation of the pyrazolone product (monitored by TLC), the aromatic aldehyde derivative 3a-i (5 mmol) and the 4-hydroxycoumarin derivative 4 (5 mmol) were added simultaneously to the reaction mixture after dissolving them in 5 mL of ethanol separately and finally supplemented with 10 mL of water. The resulting mixture was stirred under reflux conditions and the progress of the reac- tion was monitored by TLC. After completion of the reaction, the mixture was filtered directly under heat. Then the products were washed with a hot ethanol-H2O (1:1) mixture and dried at room temperature to give the corresponding benzylpyrazolyl-coumarin derivatives 5a-i . All products were identified by melting point mea- surement and the structure of compound 5a was confirmed by mass and NMR spectroscopic methods. |