Pharmaceutical composition for treating tuberculosis and its preparation method
A tuberculosis and drug technology, applied in the field of novel drug compositions for the treatment of tuberculosis, can solve problems such as death and lack of treatment drugs
- Summary
- Abstract
- Description
- Claims
- Application Information
AI Technical Summary
Problems solved by technology
Method used
Image
Examples
Embodiment 1
[0105] Example 1: Synthesis of Naphthofuran Derivatives Represented by Chemical Formula 1
[0106] 1) Preparation of the compound of chemical formula 12
[0107] Preparation steps of naphthoate : Methyl1,4-dihydroxy-2-naphthoate was prepared by the following method.
[0108] 1,4-dihydroxy-2-naphthoic acid (15.0g, 73.4mmol) and NaHCO 3 (7.71g, 91.8mmol) was added to dimethyl formamide (DMF, dimethyl formamide, 120mL), and MeI (ICH 3 , 15.6 g, 110.2 mmol) for 10 minutes to prepare the mixture. After the above mixture was stirred at room temperature for 16 hours, the reaction was completed. The reaction mixture was poured into ice-cold water (200 mL) and stirred for 10 minutes. The solid generated at this time was filtered with a filter, washed with water (200 mL), and vacuum-dried to obtain 15.0 g (94%) of methyl 1,4-dihydroxy-2-naphthoate (white solid).
[0109] Reaction 1
[0110]
[0111] mp 194-195°C; 1 H NMR (300MHz, DMSO-d 6 ):δ H 11.44(s,1H),9.19(s,1H),8.32(...
Embodiment 2
[0143] Example 2: Synthesis of Naphthofuran Derivatives Represented by Chemical Formula 2
[0144] 1) Preparation of the compound of chemical formula 21
[0145] Reaction 6
[0146]
[0147] With reference to the above reaction formula 6, 2,3-dichlorobenzoquinone (2,3-dichlorobenzoquinone, 910mg, 4.0mmol), 4-nitrophenol (4-nitrophenol, 557mg, 4.0mmol), Cs 2 CO 3 (3.91g, 12.0mmol), and PPh 3 (Triphenylphosphine (Triphenylphosphine), 210 mg, 0.8 mmol) was mixed into toluene (80 mL) to prepare a solution, and subjected to a 10-minute degassing process under an argon atmosphere. Add Pd(OAc) to the above solution under argon atmosphere 2 (Palladium(II) acetate, 90mg, 0.4mmol), the reaction was continued while maintaining 100°C for 16 hours. After the reaction was over, column chromatography (2 / 8=CH 2 Cl 2 / hexane (Hexanes) as an eluent) to obtain a yellow solid, the compound of Chemical Formula 21 (yield: 387 mg, 33%).
[0148] 1 H NMR (500MHz, CDCl 3 )δ H 9.27(s,1...
Embodiment 3
[0190] Embodiment 3: the synthesis of the naphthalene derivative represented by chemical formula 3
[0191] 1) Preparation of the compound of chemical formula 31
[0192] Reaction 15
[0193]
[0194] Referring to Reaction Formula 15 above, K 2 CO 3 (6.33g, 45.83mmol) was added to A compound (500mg, 2.29mmol) containing reaction formula 15 as starting material, 2-dimethylaminoethylchloride hydrochloride (2-dimethylaminoethylchloride hydrochloride, 1.18g, 6.87mmol) DMF (10 mL) solution was mixed at room temperature for 16 hours to react. The reaction solution thus prepared, after mixing with ice water (40 mL), was 2 Cl 2 (1 x 50 mL) was extracted. The organic layer was collected, washed with water (1×50 mL), dried with anhydrous sulfuric acid, and the brown residue was subjected to column chromatography (0.5 / 9.5=MeOH / CH 2 Cl 2 as an eluent) was purified to obtain the compound of Chemical Formula 31 (yield: 150 mg, 16%).
[0195] 1 H NMR (500MHz, DMSO-d 6 ):δ H ...
PUM
Login to View More Abstract
Description
Claims
Application Information
Login to View More