Structure of 18940-21-1
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
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.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
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'.
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'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 18940-21-1 |
Formula : | C14H17NO |
M.W : | 215.29 |
SMILES Code : | O=C1C=C(NC2=CC=CC=C2)CC(C)(C)C1 |
MDL No. : | MFCD00128479 |
* 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 |
---|---|---|
72% | at 90℃; for 12h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | at 90℃; for 10h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | at 90℃; for 9h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | at 90℃; for 9h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | at 90℃; for 8h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
77% | at 90℃; for 8h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | at 90℃; for 12h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | at 90℃; for 10h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | at 90℃; for 9h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | at 90℃; for 8h;Neat (no solvent); | Aldehyde 1 (1 mmol), dihydrothiophen-3(2H)-one-1,1-dioxide 2 (0.134 g, 1 mmol), enaminone 3 (1 mmol) and were triturated together in an agate mortar for 5 minutes. Then the mixture was kept at 90 C for a certain time (monitored by TLC). The result mixture was washed with water and recrystallized from ethanol (95 %) to give pure product 4. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
92% | With silver nitrate; In N,N-dimethyl acetamide; at 60℃; for 12h;Schlenk technique; | The substrate <strong>[59046-72-9]2-(phenylethynyl)benzaldehyde</strong> (1a, 0.5 mmol, 0.1030 g), 5,5-dimethyl-3-(phenylamino)cyclohex-2-enone (2a, 1.0 mmol, 0.2151 g, 2 equiv) and AgNO3 (0.05 mmol, 0.0085 g, 10 mol %) were added to a 25 mL Schlenk tube, followed by addition of dry DMA (2.0 mL). The mixture was stirred at 60 C for 12 h. The solution was then quenched by H2O and extracted with EtOAc, the combined organic layers were dried over Na2SO4, filtered, and evaporated under vaccum. The residue was purified by column chromatography on silica gel (eluent: light petroleum ether: ethyl acetate, V: V = 5: 1) to afford the desired product 5,5-dimethyl-2-(3-phenyl-1H-isochromen-1-yl)-3-(phenylamino)cyclohex-2-enone (3a). 4.2.1. 5,5-dimethyl-2-(3-phenyl-1H-isochromen-1-yl)-3-(phenylamino)cyclohex-2-enone (3a) Yellow solid, mp: 161.7-162.2 C; IR (neat, ν, cm-1): 3348, 2955, 2865, 1636, 1024 cm-1; 1H NMR (400 MHz, CDCl3) d 7.74 (d, J = 7.1 Hz, 2H), 7.66 (s, 1H), 7.41-7.31 (m, 3H), 7.24 (dd, J = 16.5, 8.5 Hz, 3H), 7.18-7.08 (m, 3H), 7.02 (d, J = 7.4 Hz, 1H), 6.87 (d, J = 7.7 Hz, 2H), 6.78 (s, 1H), 6.53 (s, 1H), 2.58-2.37 (m, 4H), 1.18 (s, 3H), 1.14 (s, 3H); 13C NMR (101 MHz, CDCl3) δ 193.7, 160. 8, 154.1, 137.6, 133.6, 133.0, 129.7, 128.7, 128.5, 127.9, 127.8, 126.5, 125.7, 125.1, 124.8, 123.5, 123.1, 106.1, 102.0, 73.7, 49.8, 40.5, 32.2, 28.3, 27.8; HRMS (ESI) m/z: Found: 444.1943. Calcd for C29H27NO2: (M+Na)+ 444.1934. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
83% | With silver nitrate; In N,N-dimethyl acetamide; at 60℃; for 12h;Schlenk technique; | General procedure: The substrate 2-(phenylethynyl)benzaldehyde (1a, 0.5 mmol, 0.1030 g), 5,5-dimethyl-3-(phenylamino)cyclohex-2-enone (2a, 1.0 mmol, 0.2151 g, 2 equiv) and AgNO3 (0.05 mmol, 0.0085 g, 10 mol %) were added to a 25 mL Schlenk tube, followed by addition of dry DMA (2.0 mL). The mixture was stirred at 60 C for 12 h. The solution was then quenched by H2O and extracted with EtOAc, the combined organic layers were dried over Na2SO4, filtered, and evaporated under vaccum. The residue was purified by column chromatography on silica gel (eluent: light petroleum ether: ethyl acetate, V: V = 5: 1) to afford the desired product 5,5-dimethyl-2-(3-phenyl-1H-isochromen-1-yl)-3-(phenylamino)cyclohex-2-enone (3a). |