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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
2-Methoxybenzaldehyde (o-Anisaldehyde) is isolated from cinnamon oil and exhibits antimicrobial and antifungal activities.
Synonyms: o-Anisaldehyde
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Batch number can be found on the product's label following the word 'Batch'.
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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.
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CAS No. : | 135-02-4 |
Formula : | C8H8O2 |
M.W : | 136.15 |
SMILES Code : | O=CC1=CC=CC=C1OC |
Synonyms : |
o-Anisaldehyde
|
MDL No. : | MFCD00003308 |
InChI Key : | PKZJLOCLABXVMC-UHFFFAOYSA-N |
Pubchem ID : | 8658 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
In glycerol; | (5g) 5-hydroxy-2-(2-methoxyphenyl)-1,3-dioxane: Using the method of Example 5e, 40.8 g 2-methoxybenzaldehyde and 27.6 g glycerol were reacted to form 5-hydroxy-2-(2-methoxyphenyl)-1,3-dioxane, crude b.p. 150-155 C/10-5 mm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 238 4-Methoxy-3-(2-methoxy-benzylamino)-N-phenyl-benzamide The title compound has been made using the procedure of Example 50, but using 3-amino-4-methoxy-N-phenyl benzamide and 2-methoxybenzaldehyde as starting materials, which are commercially available from Aldrich; m.p. 177-179 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | General procedure: N-Pivaloyl-4-chloroaniline (33, 595 mg, 2.81 mmol) was dissolved in THF (50 ml), and the solution was added sec-butyl lithium c-hexane, n-hexane solution (0.99 M, 5.96 ml, 6.18 mmol) at -78 C, and then stirred at 0 C for 2 h. The mixture was added 2-chloro-3-fluoro-benzaldehyde (490 mg, 3.09 mmol) at the same temperature for 30 min. The reaction mixture was poured saturated with NH4Claq and AcOEt. The organic layer was washed with brine and dried over Na2SO4. The solvent was removed under reduced pressure, and the residue was purified by column chromatography (n-hexane/AcOEt = 9:1) to give the title compound (676 mg, 65%) as light yellow oil. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; | 4-(2-methoxyphenyl)-7,7-dimethyl-3-(trifluoromethyl)-6,7,8,9-tetrahydro-2H-pyrazolo[3,4-b]quinolin-5(4H)-one 5,5-Dimethylcyclohexane-1,3-dione (824 mg, 5.88 mmol), 2-methoxybenzaldehyde (800 mg, 5.88 mmol) and <strong>[852443-61-9]3-(trifluoromethyl)-1H-pyrazol-5-amine</strong> (1199 mg, 7.93 mmol) were mixed together in a microwave vial and ethanol (14.7 mL, 0.4 M) was added to it. The reaction mixture was heated in microwave for 15 min at 150 C. The mixture was cooled and the solvent was evaporated. The resultant mixture was then purified by column chromatography over silica gel (hexane/ethyl acetate: 100/0 to 20/80) to afford the desired product as a white solid (372.0 mg). 1H NMR (300 MHz, MeOD) delta 7.19 (d, J=7.4 Hz, 1H), 7.12-7.03 (m, 1H), 6.78 (dd, J=13.8, 7.4 Hz, 2H), 5.39 (s, 1H), 3.67 (s, 3H), 2.56 (d, J=16.8 Hz, 1H), 2.42 (d, J=16.7 Hz, 1H), 2.24 (d, J=16.5 Hz, 1H), 2.04 (d, J=16.5 Hz, 1H), 1.08 (s, 3H), 0.97 (s, 3H). LRMS (ESI+) (M+): 391.82. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
General procedure: Ammonium salt 6 (1 equiv.) was suspended in dry THF (0.05 M) andstirred at 40 °C. t-BuOK (4 equiv.) was added and the mixture was stirred vigorously. After 10 minutes 2 equiv. of aldehyde 2 were added and the mixture was stirred for 3 hours at 40 °C. The reaction was then quenched by addition of a half-saturated NaCl solution. After phase separation, the aqueous phase was extracted three times with DCM and the combined organic phases were dried with Na2SO4 and evaporated to dryness. Purification by columnchromatography (gradient of heptanes and EtOAc) gave the corresponding epoxides in the reported yields as a mixture of diastereomers. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | In ethanol; for 0.0166667h;Sonication; | General procedure: Solutions of <strong>[7504-94-1]2-hydrazinylpyrimidine</strong> (70 mg; 0.64 mmol) in ethanol (3 mL), and the benzaldehyde (0.77 mmol) in ethanol (2 mL) were mixed and ultrasonically irradiated for 1.0-2.5 min. After the ultrasonic irradiation, the resulting mixture was concentrated under reduced pressure; the residue was washed with cold ethanol and water. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
36% | 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 |
---|---|---|
88% | With toluene-4-sulfonic acid; In hexane; at 65℃; for 20h; | In a 100 mL three-necked flask, o-methoxybenzaldehyde (3.404 g, 0.025 mol), <strong>[13395-85-2]2-tert-butyl-p-chlorophenol</strong> was added.(8.212 g, 0.05 mol), p-toluenesulfonic acid (0.075 g). The solid was dissolved by stirring with 50 mL of n-hexane. temperature reflexThe temperature was raised from room temperature to 65 oC, and the reaction was continued for 20 h under reflux. Allow the reaction mixture to cool to room temperature and add 15 ml of saturatedAfter washing with a NaHCO3 solution, the organic layer was separated, and the organic layer was dried over anhydrous MgSO? The yield was 88%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88.7% | With toluene-4-sulfonic acid; In toluene; at 200℃; for 3h;Molecular sieve; High pressure; Sonication; Autoclave; Sealed tube; | General procedure: General synthetic process was as follows: to a 10mL toluenesolution of <strong>[120068-37-3]Fipronil</strong> (4.37 g, 20 mmol), added a certain amount ofbenzaldehyde derivatives (21 mmol) in toluene (25 mL) and activated4 A molecular sieve (2 g), p-toluenesulfonic acid (1 mmol)was added as a catalyst, ultrasonic stirring for 0.5 h, and thentransferred the reaction mixture into a dried 100mL Teflon-linedautoclave and heated with the rate of 1 C/min to the reactiontemperature in the electric oven and kept for a few hours. Theresulting solution was then cooled to room temperature, andremoved 4 A molecule sieve through filtration, the filtrate waswashed with saturated sodium carbonate solution (50 mL), waterand saturated brine, respectively, and then dried over MgSO4. Thefiltrate was concentrated by rotary evaporation, and adsorbed onactivated silica gel. The crude product was obtained by columnchromatography on silica gel with Vethyl acetate/Vpetroleum ether(1:10e20) as the eluent, which was dried under vacuum. |