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CAS No. : | 400858-39-1 | MDL No. : | |
Formula : | C18H24N2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 268.40 | Pubchem ID : | - |
Synonyms : |
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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 |
---|---|---|
Example 48 By the reaction and treatment in the same manner as in Example 12 using <strong>[116854-10-5]5-methoxyindan-1-carboxylic acid</strong> (0.50 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.80 g) as starting materials, N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-5-methoxyindan-1-carboxamide (1.00 g) was obtained. 1H-NMR(CDCl3)delta: 1.23(6H,d,J=6.9), 2.08-2.09(1H,m), 2.31-2.38(1H,m), 2.63-2.77(1H,m), 2.86-2.93(1H,m), 2.93(6H,s), 3.76(3H,s), 3.90(1H,t,J=8.6hz), 4.71(1H,d,J=13.9Hz), 4.92(1H,d,J=13.9Hz), 6.63-6.73(4H,m), 6.95-7.02(3H,m), 7.01(2H,d,J=8.7Hz), 7.17(2H,d,J=8.3Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride; In dichloromethane; 1,2-dichloro-ethane; | Example 4 To a solution of 1,2,3,4-tetrahydronaphthalene-1-carboxylic acid (3.3 g) in 1,2-dichloroethane (20 mL) was added thionyl chloride (2.1 mL), and the mixture was heated under reflux with stirring for 3 hr. The reaction mixture was concentrated under reduced pressure, and methylene chloride (10 mL) was added to the residue. This solution was added to a solution of [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (5.1 g) in methylene chloride (10 mL) under ice-cooling. The reaction mixture was warmed to room temperature and stirred at the same temperature for one day. The reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel column chromatography. The obtained crystals were recrystallized from isopropyl ether to give N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-1,2,3,4-tetrahydronaphthalene-1-carboxamide (4.38 g). melting point: 121ØC |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 13 By the reaction and treatment in the same manner as in Example 1 using <strong>[20426-80-6]chroman-4-carboxylic acid</strong> (0.5 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.63 g) as starting materials, N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)chroman-4-carboxamide (0.25 g) was obtained. melting point: 110-112ØC |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 24 By the reaction and treatment in the same manner as in Example 12 using <strong>[80858-95-3]6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid</strong> (0.54 g) and [(4-dimethylaminophenyl)methyl](4-isopropylphenyl)amine (0.7 g) as starting materials, N-[(4-dimethylaminophenyl)methyl]-N-(4-isopropylphenyl)-6-methoxy-1,2,3,4-tetrahydronaphthalene-1-carboxamide (0.36 g) was obtained. 1H-NMR(CDCl3)delta: 1.23(6H,d,J=6.6Hz), 1.35-1.55(1H,m), 1.75-2.10(3H,m), 2.55-2.70(1H,m), 2.75-3.00(2H,m), 2.94(6H,s), 3.60-3.70(1H,m), 3.74(3H,s), 4.70(1H,d,J=13.9Hz), 4.93(1H,d,J=13.9Hz), 6.50-6.75(4H,m), 6.90-7.20(7H,m). |