Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 75001-53-5 | MDL No. : | MFCD00052241 |
Formula : | C12H9Cl2NO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 286.11 | Pubchem ID : | - |
Synonyms : |
|
Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* 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 diphenylether for 1h; Heating; Yield given; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80 - 90℃; for 10h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With diphenyl ether-biphenyl eutectic at 250℃; for 1h; Yield given; | ||
In various solvent(s) for 1h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 2 h / 120 - 130 °C 2: diphenyl ether / 1 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide / 10 h / 80 - 90 °C 2: 2N NaOH / 2 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: K2CO3 / dimethylformamide / 10 h / 80 - 90 °C 2: 2N NaOH / 2 h / Heating 3: 47 percent / 5 h / 130 - 140 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 2 h / 120 - 130 °C 2: diphenyl ether / 1 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 180℃; for 1h; | 43 EXAMPLE 43 7,8-Dichloro-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide [] 2,3-Dichloroaniline (7.83 g) and diethyl ethoxymethylenemalonate (9.76 g) are heated at 130°C for 1.5 hours. The reaction is cooled to 60°C and the solution poured into hexanes. The intermediate enamine is collected and dried. The solid is added to 70 mL diphenyl ether and heated to 250°C for 1.5 hours with removal of ethanol with a Dean-Stark trap. The reaction is cooled to room temperature. The product is collected by filtration, washed thoroughly with hexanes, and dried to yield 11.32 g of ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate. A mixture of this ester (0.48 g) and 4-chlorobenzylamine (1.0 mL) are heated at 180°C for 1 hour. The reaction is cooled to room temperature and diethyl ether is added. The resulting solid is filtered, washed twice with diethyl ether, and dried. The solid is adsorbed onto silica and purified by Biotage Flash 40S chromatography (eluent 2% MeOH:CH2Cl2). The product-containing fractions are evaporated to give a white solid (0.12 g). Physical characteristics are as follows: Mp 295-297°C.1H NMR (300 MHz, DMSO-d6) δ 12.43, 10.12, 8.65, 8.18, 7.68, 7.37, 7.34, 4.52.IR (mull) 3204, 3094, 3077, 3026, 1663, 1603, 1586, 1553, 1526, 1492, 1443, 1330, 1272, 1095, 786 cm-1.MS (EI) m/z 380 (M+), 382, 380, 242 240, 215, 213, 142, 141, 140, 125.HRMS (EI) found 379.9857. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diphenylether at 250℃; for 1.5h; | 43 EXAMPLE 43 7,8-Dichloro-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide [] 2,3-Dichloroaniline (7.83 g) and diethyl ethoxymethylenemalonate (9.76 g) are heated at 130°C for 1.5 hours. The reaction is cooled to 60°C and the solution poured into hexanes. The intermediate enamine is collected and dried. The solid is added to 70 mL diphenyl ether and heated to 250°C for 1.5 hours with removal of ethanol with a Dean-Stark trap. The reaction is cooled to room temperature. The product is collected by filtration, washed thoroughly with hexanes, and dried to yield 11.32 g of ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate. A mixture of this ester (0.48 g) and 4-chlorobenzylamine (1.0 mL) are heated at 180°C for 1 hour. The reaction is cooled to room temperature and diethyl ether is added. The resulting solid is filtered, washed twice with diethyl ether, and dried. The solid is adsorbed onto silica and purified by Biotage Flash 40S chromatography (eluent 2% MeOH:CH2Cl2). The product-containing fractions are evaporated to give a white solid (0.12 g). Physical characteristics are as follows: Mp 295-297°C.1H NMR (300 MHz, DMSO-d6) δ 12.43, 10.12, 8.65, 8.18, 7.68, 7.37, 7.34, 4.52.IR (mull) 3204, 3094, 3077, 3026, 1663, 1603, 1586, 1553, 1526, 1492, 1443, 1330, 1272, 1095, 786 cm-1.MS (EI) m/z 380 (M+), 382, 380, 242 240, 215, 213, 142, 141, 140, 125.HRMS (EI) found 379.9857. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In diphenylether | 43 7,8-Dichloro-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide STR87 EXAMPLE 43 7,8-Dichloro-N-[(4-chlorophenyl)methyl]-4-hydroxy-3-quinolinecarboxamide STR87 2,3-Dichloroaniline (7.83 g) and diethyl ethoxymethylenemalonate (9.76 g) are heated at 130° C. for 1.5 hours. The reaction is cooled to 60° C. and the solution poured into hexanes. The intermediate enamine is collected and dried. The solid is added to 70 mL diphenyl ether and heated to 250° C. for 1.5 hours with removal of ethanol with a Dean-Stark trap. The reaction is cooled to room temperature. The product is collected by filtration, washed thoroughly with hexanes, and dried to yield 11.32 g of ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate. | |
Stage #1: 2,3-dichloroaniline; diethyl 2-ethoxymethylenemalonate at 100℃; for 3h; Inert atmosphere; Stage #2: In diphenylether at 250℃; for 2h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: ethyl 7,8-dichloro-4-hydroxyquinoline-3-carboxylate With water; potassium hydroxide Reflux; Stage #2: With hydrogenchloride In water at 20℃; |