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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.
Phthalic acid is an aromatic dicarboxylic acid. It is a human xenobiotic metabolite.
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Search for reports by entering the product batch number.
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CAS No. : | 88-99-3 |
Formula : | C8H6O4 |
M.W : | 166.13 |
SMILES Code : | O=C(O)C1=CC=CC=C1C(O)=O |
MDL No. : | MFCD00002467 |
InChI Key : | XNGIFLGASWRNHJ-UHFFFAOYSA-N |
Pubchem ID : | 1017 |
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 |
---|---|---|
With sodium hydroxide; In methanol; water; for 0.166667h;pH 6.5; | An 8 mL aqueous solution of 1,2-H2bdc (0.2 mmol) was adjusted to pH 6.5 with a dilute NaOH solution, then <strong>[143131-66-2]bbtz</strong> (0.2 mmol) in 5 ml MeOH and CdCl2 (0.2 mmol) in 8 mL H2O were slowly added. The mixed solution was stirred for ten minutes and filtered. Colorless crystals 2 were obtained after the filtrate was left to stand for one week. Anal. Calc. for C64H56Cd3Cl2N24O8 (2): C,45.29; H, 3.33; N, 19.81. Found: C, 45.26; H, 3.31; N, 19.78%. IR(cm-1, KBr): 1597s, 1539s, 1518m, 1404s, 1372w, 1276w, 1173w,1135m, 1108w, 988w, 857w, 822w, 761m, 703w, 672m, 644w. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; In methanol;pH 6.5; | A 5 mL MeOH/H2O (3:7, v/v) solution was carefully layered over a 5 mL aqueous solution of Cd(NO3)2*6H2O (0.2 mmol) in a test tube. 1,2-H2bdc (0.2 mmol) in 2 mL water was adjusted to pH 6.5 with a dilute NaOH solution and mixed with <strong>[143131-66-2]bbtz</strong> (0.2 mmol) in 2.5 mL MeOH. Then the mixed solution of 1,2-bdc and <strong>[143131-66-2]bbtz</strong> was carefully layered over the above solution in a test tube. Colorless crystals 1 were obtained after three weeks. Anal. Calc. for C14H12CdN3O5 (1): C, 40.55; H, 2.92; N, 10.14. Found: C, 40.52; H, 2.88;N, 10.07%. IR (cm-1, KBr): 3422m, 3339m, 1581m, 1554s, 1523s,1445w, 1416w, 1387s, 1334w, 1278w, 1204w, 1140m, 1086w,1037w, 1009w, 990w, 871w, 780w, 708m, 671m. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With chlorine; In water; for 3h; | The phthalic acid (1mmol) dissolved in 20 ml of acid in the aqueous solution, the stirring 1.5 hours later, into the chlorine gas, reaction 3 hours, all the solvent is pumped, by adding ethyl acetate 50 ml, the resulting solution with saturated salt water washing 3 times, the organic phase after separation, the aqueous phase is extracted with twice ethyl acetate (50 ml). The combined organic phase, drying agent, filtration of the drying agent, the solvent evaporation to dryness, to obtain the corresponding ortho and meta-substituted phthalic acid chloride (yield 100%, GC purity (two isomers) 99%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With L-proline; In ethanol; at 30℃; for 6h; | The phthalic acid(1.0 mmol), aryl amine (1.0 mmol), and L-proline (0.5 mmol)were sequentially added in ethanol (5.0 mL) into a rb (roundbottom) 6ask to form a solution. The resultant mixture was stirred at 30C room temperature for six hours. After completion of the reaction, the reaction mixture was then diluted with EtOAc ethyl acetate and washed with water. The organic phase was dried, Fltered, and concentrated to give the pure phthalimide product. Purity of the products was checked by TLC. 2.2.1. N-(4-Methoxyphenyl)isoindoline-1,3-dion1e. Yield:94%; m.p. 107C; 1H NMR (500 MHz, CDCl3) *H 7.04 (d, 1H,J 8.5 Hz), 7.35 (d, 2H, J 8.5 Hz), 7.80 (m, 2H), 7.96 (m, 2H),3.88 (s, 3H, OCH3); 13C NMR (125 MHz, CDCl3) *C167.5 × 2,159.2, 134.3 × 2, 131.8 × 2,127.9 × 2, 124.2, 123.6 × 2,114.5 × 2, 55.5. ESIMS m/z C15H11NO3 254. |