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CAS No. : | 698-80-6 | MDL No. : | MFCD00236218 |
Formula : | C7H5ClF2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | VTGRVYJPIVZZGS-UHFFFAOYSA-N |
M.W : | 162.56 | Pubchem ID : | 2736954 |
Synonyms : |
|
Num. heavy atoms : | 10 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.14 |
Num. rotatable bonds : | 1 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 0.0 |
Molar Refractivity : | 36.12 |
TPSA : | 0.0 Ų |
GI absorption : | Low |
BBB permeant : | Yes |
P-gp substrate : | No |
CYP1A2 inhibitor : | Yes |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.51 cm/s |
Log Po/w (iLOGP) : | 2.04 |
Log Po/w (XLOGP3) : | 2.51 |
Log Po/w (WLOGP) : | 3.39 |
Log Po/w (MLOGP) : | 3.79 |
Log Po/w (SILICOS-IT) : | 3.64 |
Consensus Log Po/w : | 3.08 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 2.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.81 |
Solubility : | 0.253 mg/ml ; 0.00156 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.16 |
Solubility : | 1.14 mg/ml ; 0.00699 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -3.97 |
Solubility : | 0.0176 mg/ml ; 0.000108 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.38 |
Signal Word: | Danger | Class: | 8 |
Precautionary Statements: | P280-P301+P330+P331-P302+P352-P304+P340-P305+P351+P338-P310 | UN#: | 1760 |
Hazard Statements: | H314 | Packing Group: | Ⅱ |
GHS Pictogram: |
* 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 n-butyllithium 1.) THF, -40 deg C; Multistep reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
84% | With sodium methylate In methanol; N,N-dimethyl-formamide Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With caesium carbonate; potassium iodide In various solvent(s) at 100℃; for 5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | Stage #1: 2-mercapto-5-methylbenzimidazole With sodium methylate In methanol; N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In methanol; N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 2-[6-amino-3-(3-cyclopentyloxy-4-methoxy-benzyl)-3<i>H</i>-purin-8-yl]-propan-2-ol With potassium hydride In tetrahydrofuran at 50℃; for 1h; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In tetrahydrofuran at 0 - 25℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; potassium iodide In acetonitrile at 90℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 18h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: DIEA / CH2Cl2 2: DIEA / CH2Cl2 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: DIEA / CH2Cl2 2: DIEA / CH2Cl2 3: K2CO3; KI / dimethylformamide |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide; acetonitrile / 18 h / 20 °C 2: triethylamine; SO3*NMe3; DMSO / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: K2CO3 / dimethylformamide; acetonitrile / 18 h / 20 °C 2: triethylamine; SO3*NMe3; DMSO / 18 h / 20 °C 3: 63 percent / AcOH; BH3*pyridine / methanol / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide / 20 °C 2: aq. HCl / ethanol / 2 h / 100 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: Cs2CO3; KI / various solvent(s) / 5 h / 100 °C 2: PhI(CF3CO2)2 / acetonitrile; H2O / 65 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: Cs2CO3; KI / various solvent(s) / 5 h / 100 °C 2: PhI(CF3CO2)2 / acetonitrile; H2O / 65 °C 3: ethanol / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: Cs2CO3; KI / various solvent(s) / 5 h / 100 °C 2: PhI(CF3CO2)2 / acetonitrile; H2O / 65 °C 3: ethanol / Heating 4: 24 h / 150 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 6: Et3N / toluene / Heating 7: aq. KOH / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 8 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 6: Et3N / toluene / Heating 7: aq. KOH / Heating 8: C5H5N / CH2Cl2 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 6: Et3N / toluene / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: methanol 2: NaOEt |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: methanol 2: NaOEt |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51.6% | 29 Example 29 Preparation of 5,6-bis(4-methoxyphenyl)-2-(3,4-difluorobenzyl)-2H-pyridazin-3-one Example 29 Preparation of 5,6-bis(4-methoxyphenyl)-2-(3,4-difluorobenzyl)-2H-pyridazin-3-one Using 5,6-bis(4-methoxyphenyl)-2H-pyridazin-3-one as a starting material, the procedures of Example 12 were repeated likewise, whereby the title compound was obtained in a yield of 51.6%. Pale yellow prisms (ethyl acetate-diethyl ether).. Melting point: 155.4-156.1° C. 1H-NMR (CDCl3) δ: 3.79(3H,s), 3.80(3H,s), 5.34(2H,s), 6.79(2H,d,J=8.79 Hz), 6.80(2H,d,J=8.79 Hz), 6.89(1H,s), 7.03(2H,d,J=9.03 Hz), 7.08-7.18(1H,m), 7.10(2H,d,J=8.79 Hz), 7.23-7.31(1H,m), 7.33-7.40(1H,m). IR (KBr) cm-1: 1660,1610,1516,1293,1286,1251,1241,1134, 1030,847. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol at 95℃; for 24h; | 95 Example 95; 2-[(3,4-Difluorobenzyl)thio]-cis-4,5-diphenyl-4,5-dihydro-1H-imidazole Hydrochloride (214) A mixture of intermediate 25 (200 mg, 0.786 mmol) and 3,4-difluorobenzyl chloride (0.255 mg, 1.57 mmol) in abs. EtOH (2 mL) is heated at 95° C. for 24 h. The reaction mixture is cooled to RT, evaporated to dryness, and the residue suspended in Et2O. The insoluble material is filtered to give 207 mg of the product 214. 1H NMR (DMSO-d6) δ 11.38 (s, 2H), 7.90-7.65 (m, 1H), 7.65-7.40 (m, 2H), 7.20-6.90 (m, 6H), 6.90-6.65 (m, 4H), 5.79 (s, 2H), 4.85 (s, 2H); MS: m/z 381 (M++1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With Ki In water; dimethyl sulfoxide | X 1-(3,4-Difluorobenzyl)-2-imidazolidinone EXAMPLE X 1-(3,4-Difluorobenzyl)-2-imidazolidinone To a 17.6 g (0.205 mole) portion of 2-imidazolidinone in 150 ml of dimethylsulfoxide was added 28.4 g (0.205 mole) of K2 CO3, 17.0 g (0.096 mole) of KI and 33.2 g (0.204 mole) of 3,4-difluorobenzyl chloride. The reaction mixture was heated, with stirring, to 105° over 0.5 hours, held at 105° for 1.7 hours and poured with stirring into 250 ml of water. The aqueous mixture was extracted with two 250 ml portions of chloroform. The chloroform extracts were washed with 100 ml of H2 O, dried over MgSO4 and filtered. The filtrate was concentrated under reduced pressure to give 42 g (96%) of a light yellow semi-solid which was washed with 50 ml of heptane and crystallized using 30 ml of ether. The white solid was collected, washed with 20 ml of ether, air dried, and dried to a constant weight at 60°, m.p. 112°-114°. Yield: 4.4 g (10%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | ||
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C | ||
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C | ||
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C 5: thionyl chloride / dichloromethane / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C | ||
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C 5: thionyl chloride / dichloromethane / 1 h / 20 °C 6: N-Bromosuccinimide / dichloromethane / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C | ||
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C | ||
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C 5: thionyl chloride / dichloromethane / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C | ||
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 4: triethylamine / 1-methyl-pyrrolidin-2-one / 24 h / 150 °C 5: thionyl chloride / dichloromethane / 1 h / 20 °C 6: N-Bromosuccinimide / dichloromethane / 1 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C 7: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; acetonitrile / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C 7: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; acetonitrile / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C 4: 1-methyl-pyrrolidin-2-one / 120 °C 5: thionyl chloride / dichloromethane / 20 °C 6: N-Bromosuccinimide / dichloromethane / 20 °C 7: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / water; acetonitrile / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux | ||
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 20 °C 2: sodium hydroxide / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 20 °C | ||
Multi-step reaction with 3 steps 1: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: water; sodium hydroxide / 24 h / Reflux 3: potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; potassium iodide In acetonitrile Reflux; | General procedure for the preparation of the compounds 6A General procedure: To produce compounds 6A, compounds 5A (2.5 mmol) and benzyl chloride of different types (3.5 mmol) were mixed in CH3CN (30 mL), subjected to thermal circumfluence for 6 h in the presence of KI (0.1 g) and K2CO3 (0.75 g). After the reaction was over, organic solvent was evaporated with reduced pressure and then 50 ml distilled water was added. Ethyl acetate (80 ml) extraction was performed three times, and the organic layers were combined, dried with anhydrous sodium sulfate, and then filtered and heated to evaporate the solvent. The residues were purified with column chromatography (developing agent, ethyl acetate: petroleum ether =1:5, Rf =0.4), and target compounds 6A were obtained (yield 30-50%). The target compounds 6B-6E were synthesized by same procedure as the compound 6A. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; potassium iodide In acetonitrile Reflux; | General procedure for the preparation of the compounds 6A General procedure: To produce compounds 6A, compounds 5A (2.5 mmol) and benzyl chloride of different types (3.5 mmol) were mixed in CH3CN (30 mL), subjected to thermal circumfluence for 6 h in the presence of KI (0.1 g) and K2CO3 (0.75 g). After the reaction was over, organic solvent was evaporated with reduced pressure and then 50 ml distilled water was added. Ethyl acetate (80 ml) extraction was performed three times, and the organic layers were combined, dried with anhydrous sodium sulfate, and then filtered and heated to evaporate the solvent. The residues were purified with column chromatography (developing agent, ethyl acetate: petroleum ether =1:5, Rf =0.4), and target compounds 6A were obtained (yield 30-50%). The target compounds 6B-6E were synthesized by same procedure as the compound 6A. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With tetrabutylammomium bromide; potassium carbonate; In acetone; at 20℃; for 3h; | Prepared according to general procedure 4 with K2CO3 (4.47 g, 32.3 mmol), 4-(chloromethyl)-1 ,2-difluorobenzene (1.05 g, 6.47 mmol), 5-nitro-1 H-pyrazole (731 mg, 6.47 mmol), and Bu4NBr (425 mg, 1.29 mmol) in acetone (45 mL). The reaction is complete after 3 h at rt. Purification of the crude by automated FC (Buchi, EtOAc / heptane 1 :99? 5:95? 10:90? 15:85? 25:75 ? 35:65, 20 g silicagel, flow 20 mL/min) yields the title compound. LC-MS: tR = 0.83 min (conditions 3). General procedure 4 for the N-alkylation of 5-nitro-1H-pyrazole. K2CO3 or NaH is added to a sol. of 5-nitro-1 H- pyrazole in acetone or DMF or THF. The mixture is stirred for 15-30 min. The desired electrophile and Bu4NBr are added. The mixture is stirred efficiently at rt until the reaction is complete. The mixture is optionally filtered (if K2CO3 is used) or quenched with water (if NaH is used), and the filtrate is evaporated under reduced pressure. The residue is partitioned between water and EtOAc. The org. layer is dried over MgS04, filtered, and the solvents are removed under reduced pressure. Purification of the crude by automated FC or by HPLC yields the desired product. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 0.75h; Reflux; | General Procedure of Benzylation General procedure: To a suspension of 5-((6-chloro-1H-indol-3-yl) methylene) imidazolidine-2,4-dione or its appropriate sulfur-isostere (4a-c) (10 mmol), K2CO3 (40 mmol) and KI (0.6 mmol) in dry DMF (20 mL), the appropriate benzyl chloride was added (12 mmol). The resulting mixture was refluxed for 45 min. The reaction was stopped by adding water, and then the mixture was extracted with EtOAc (3×20 mL). The combined organic phases were washed with brine, dried over anhydrous Mg2SO4, filtered and concentrated. The crude residue was then purified by column chromatographyon silica gel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
45% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 0.75h; Reflux; | General Procedure of Benzylation General procedure: To a suspension of 5-((6-chloro-1H-indol-3-yl) methylene) imidazolidine-2,4-dione or its appropriate sulfur-isostere (4a-c) (10 mmol), K2CO3 (40 mmol) and KI (0.6 mmol) in dry DMF (20 mL), the appropriate benzyl chloride was added (12 mmol). The resulting mixture was refluxed for 45 min. The reaction was stopped by adding water, and then the mixture was extracted with EtOAc (3×20 mL). The combined organic phases were washed with brine, dried over anhydrous Mg2SO4, filtered and concentrated. The crude residue was then purified by column chromatographyon silica gel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 0.75h; Reflux; | General Procedure of Benzylation General procedure: To a suspension of 5-((6-chloro-1H-indol-3-yl) methylene) imidazolidine-2,4-dione or its appropriate sulfur-isostere (4a-c) (10 mmol), K2CO3 (40 mmol) and KI (0.6 mmol) in dry DMF (20 mL), the appropriate benzyl chloride was added (12 mmol). The resulting mixture was refluxed for 45 min. The reaction was stopped by adding water, and then the mixture was extracted with EtOAc (3×20 mL). The combined organic phases were washed with brine, dried over anhydrous Mg2SO4, filtered and concentrated. The crude residue was then purified by column chromatographyon silica gel. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With sodium azide; potassium iodide In water; acetone at 20℃; for 60h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-(chloromethyl)-1,2-difluorobenzene With thiourea In ethanol at 96℃; Stage #2: With hydrogenchloride In water; acetonitrile at 0℃; for 0.25h; Stage #3: With N-chloro-succinimide In water; acetonitrile at 20℃; | ||
Stage #1: 4-(chloromethyl)-1,2-difluorobenzene With thiourea In ethanol at 96℃; for 3h; Stage #2: With hydrogenchloride; N-chloro-succinimide In ethanol; water; acetonitrile at 0 - 20℃; for 1.25h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: thiourea / ethanol / 96 °C 1.2: 0.25 h / 0 °C 1.3: 20 °C 2.1: tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere 2.2: 20 °C / Inert atmosphere | ||
Multi-step reaction with 2 steps 1.1: thiourea / ethanol / 3 h / 96 °C 1.2: 1.25 h / 0 - 20 °C 2.1: triethylamine / dichloromethane / 20 °C / Inert atmosphere |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sulfur; sodium hydroxide In water; toluene at 50℃; for 4h; | 3.1 1) In a four-reactor bottle equipped with a stirrer, an addition funnel, a reflux condenser, and a thermometer, add 250 mL of water and 120 g of sodium hydroxide, stir, dissolve uniformly, and cool to 50°C.Then add 64g of sulfur powder and 1.5g of PEG-600, stir the reaction at a temperature of 50 °C for 2.5h, slowly add 388gThe toluene solution of 3-bromobenzyl bromide in toluene was 250 mL. After 60 minutes of dropwise addition, the reaction was carried out at a temperature of 50°C for 3 hours.The organic layer was separated and washed three times with saturated brine.After drying with anhydrous calcium chloride, the toluene was distilled off under reduced pressure to obtain the crude product of allicin compound I. Its structural formula was: |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | With caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | With caesium carbonate In dimethyl sulfoxide at 20℃; for 24h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With sodium azide In water; acetone at 60℃; | |
With sodium azide In N,N-dimethyl-formamide at 20℃; for 24h; | Synthesis of C-ring quinoxaline substituted sinomenine 1,2,3-triazole derivatives (6a-p); general procedure General procedure: Benzyl chloride (5) (2 mmol) and NaN3 (143 g, 2.2 mmol)were dissolved in DMF (10 mL) and reacted for 24 h at room temperature. After the reaction was complete, a solution of compound 4 (425.5 mg, 1 mmol), CuI (38 mg,0.2 mmol), and Et3N (202.4 mg, 2 mmol) in a co-solvent of MeCN/t-BuOH/H2O (10 mL, 1:3:6 v/v) was poured into the reaction mixture and stirred for another 10 h at room temperature.After the reaction was complete (monitored byTLC), the solvent was evaporated and the solid residue was dissolved in dichloromethane (20 mL). The solution waswashed with brine (3 × 20 mL), dried over anhydrous sodium sulfate, and then evaporated to give the crude target compound 6. The product was then purified by the column chromatography using CH2Cl2/CH3OH/NH3·H2O (400:10:1v/v) on silica gel to give the C-ring quinoxaline-substituted sinomenine 1,2,3-triazole derivatives 6a-p. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70 mg | With potassium carbonate In N,N-dimethyl-formamide at 105℃; for 2h; | 18 Example 5: 5- [3- (N-Benzyl-4-piperidinylmethoxy) phenyl] -3- [3- (6-methylpyridyl)]-1,2,4-oxadiazole (NAD1) General procedure: Intermediate 4 (160 mg, 0.46 mmol) and benzyl bromide (93 mg, 0.55 mmol) were dissolved in 3 ml of DMF, and potassium carbonate (95 mg, 0.68 mmol) was added. Stir at 105 ° C for 2 hours.After cooling to room temperature, 20 ml of water was added to the reaction flask, and after stirring well, it was allowed to stand for 1 hour.The solvent was decanted to obtain a black oil, which was recrystallized from 5 ml of ethanol to obtain a white powder.Suction filtration, washing once with a small amount of ethanol, 70 mg of dried white powder, yield 34.8%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41.9% | With sodium carbonate In N,N-dimethyl-formamide at 70℃; for 4h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68.7% | Stage #1: 6-fluoro-4-(hydroxymethyl)-1-methyl-1,4-dihydroquinoline-3-carboxylic acid methyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In N,N-dimethyl-formamide at 20℃; for 24h; | 2 Example 2 Preparation of 6-fluoro-4-(3,4-difluoromethoxymethyl)-1-methyl-1.4-dihydroquinoline-3-carboxylic acid (compound Ib) According to the method in Example 1, this example uses Intermediate VI as the raw material, and 6-fluoro-4-(hydroxymethyl)-1-methyl-1,4-dihydroquinoline-3-carboxylic acid methyl 3.8 g of ester (compound VI) was dissolved in 50 mL DMF, stirred at room temperature, 6.64 g of anhydrous potassium carbonate was added, and stirred at room temperature for 20 min. Then, 13.02 g of 3,4-difluorobenzyl chloride was slowly added dropwise, and the mixture was stirred at room temperature for 24 hours. After the reaction was completed, 20 mL of sodium chloride aqueous solution was added, extracted with ethyl acetate, the organic phase was washed with saturated brine, and dried overnight with anhydrous sodium sulfate. Evaporate the solvent, dissolve it in 20mL of dichloromethane, add 5mL of 10% KOH aqueous solution, and heat at 50°C for 2h. After cooling, distill off the dichloromethane, adjust the pH to 3 with a 10% aqueous hydrochloric acid solution, filter, and wash with water. The product was dried to obtain 4.0 g, and the yield was 68.7%. DMF and dichloromethane are the reaction media. Anhydrous potassium carbonate and KOH are the bases used in the reaction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51.4% | Stage #1: 6-fluoro-4-(hydroxymethyl)-1-methyl-1,4-dihydroquinoline-3-carboxylic acid methyl ester With potassium hydroxide In dichloromethane; water at 50℃; for 2h; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In dichloromethane at 0 - 5℃; for 1.5h; | 4 Example 4 Preparation of 6-fluoro-4-(3,4-difluorobenzoyloxymethyl)-1-methyl-1.4-dihydroquinoline-3-carboxylic acid (compound Id) According to the method in Example 3, this example uses Intermediate VI as the raw material, and 6-fluoro-4-(hydroxymethyl)-1-methyl-1,4-dihydroquinoline-3-carboxylic acid methyl Dissolve 3.8 g of ester (compound VI) in 20 mL of dichloromethane, add 5 mL of 10% KOH aqueous solution, and heat to reflux at 50°C for 2 hours. After cooling, distill off the dichloromethane, adjust the pH to 3 with 10% aqueous hydrochloric acid, filter, and wash with water , Drying to obtain intermediate products. Dissolve 2.83g of 3,4-difluorobenzoyl chloride in 10mL of dichloromethane, cool to 0°C, then add 3.8g of the intermediate product dissolved in 5mL of dichloromethane dropwise to the above solution, and then increase the temperature. To 5°C, react for 1.5h. After the reaction was completed, 20 mL of ice water was added, the pH was adjusted to 5 with a 10% aqueous hydrochloric acid solution, filtered, washed with ethanol, washed with water, and dried to obtain 2.30 g of the product with a yield of 51.4%. Dichloromethane is the reaction medium. KOH is the base used in the reaction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-(chloromethyl)-1,2-difluorobenzene With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: ethyl 1H-imidazole-2-carboxylate In N,N-dimethyl-formamide at 80℃; | 1-(Furan-3-ylmethyl)-1H-imidazole-2-carboxylic acid (34). General procedure: To a solution of furan-3-ylmethanol (A18,143 mg, 1.46 mmol) inDCM (10 mL) was added thionyl chloride (344 mg, 2.92 mmol), andthe mixture was stirred at room temperature for 2 h. The reactionmixture was concentrated to give chlorinated compoundA19,which was used in the next step without purification. UsingA19thetarget compound 34 was then obtained byCs2CO3- catalyzednucleophilic substitution reaction and NaOH-mediated hydrolysis1Hreaction in tuin, 51% yield for three steps, 96.6% HPLC purity. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With thionyl chloride In dichloromethane at 20℃; | 1-(Furan-3-ylmethyl)-1H-imidazole-2-carboxylic acid (34). General procedure: To a solution of furan-3-ylmethanol (A18,143 mg, 1.46 mmol) inDCM (10 mL) was added thionyl chloride (344 mg, 2.92 mmol), andthe mixture was stirred at room temperature for 2 h. The reactionmixture was concentrated to give chlorinated compoundA19,which was used in the next step without purification. UsingA19thetarget compound 34 was then obtained byCs2CO3- catalyzednucleophilic substitution reaction and NaOH-mediated hydrolysis1Hreaction in tuin, 51% yield for three steps, 96.6% HPLC purity. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
62.55% | With N-ethyl-N,N-diisopropylamine; potassium iodide In 5,5-dimethyl-1,3-cyclohexadiene at 78℃; | 11.4 (4) Preparation of N-(3,4-difluorobenzyl)pyridin-2-amine: 2-aminopyridine (0.47g, 5mmol), 2,5-difluorobenzyl chloride (0.81g, 5mmol), N,N-diisopropylethylamine (1.29g, 10mmol), potassium iodide (16mg, 0.1 mmol) and xylene (10-15 mL) were mixed in a 25-mL three-necked flask, and reacted at 78°C for 6-10 h.After the reaction was completed, the reaction mixture was desolvated under reduced pressure, and the samples were mixed with silica gel, and 0.688 g of a light yellow solid was obtained by chromatographic column separation, and the yield was 62.55%. |
62.55% | With N-ethyl-N,N-diisopropylamine; potassium iodide In 5,5-dimethyl-1,3-cyclohexadiene at 78℃; | 11.4 (4) Preparation of N-(3,4-difluorobenzyl)pyridin-2-amine: 2-aminopyridine (0.47g, 5mmol), 2,5-difluorobenzyl chloride (0.81g, 5mmol), N,N-diisopropylethylamine (1.29g, 10mmol), potassium iodide (16mg, 0.1 mmol) and xylene (10-15 mL) were mixed in a 25-mL three-necked flask, and reacted at 78°C for 6-10 h.After the reaction was completed, the reaction mixture was desolvated under reduced pressure, and the samples were mixed with silica gel, and 0.688 g of a light yellow solid was obtained by chromatographic column separation, and the yield was 62.55%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | With nickel dibromide In 1-methyl-pyrrolidin-2-one at 90℃; for 2h; Schlenk technique; Inert atmosphere; Sealed tube; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With caesium carbonate In acetonitrile |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: caesium carbonate / acetonitrile 2: bis(tri-t-butylphosphine)palladium(0); potassium fluoride / 1,4-dioxane; water / 0.67 h / 150 °C / Microwave irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
52.1% | Stage #1: (-)-lirinidine With sodium tertiary butoxide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In N,N-dimethyl-formamide at 0 - 10℃; Inert atmosphere; | 10 Example 10 Synthesis of 1-O-(3', 4'-difluorobenzyl) serratine Accurately weigh 2.81g (10mmol) of 1-O-desmethyl succinate, dissolve it in 30mL DMF solvent and place it in a 250mL three-necked flask filled with nitrogen, add 1.06g (about 11mmol) of sodium tert-butoxide, stir mechanically at room temperature Mixed for 2.0 h, placed in a cold trap, added 3.24 g (about 20 mmol) of 3,4-difluorobenzyl chloride dissolved in 60 mL of DMF, reacted at 0-10 °C to 1-O-desmethyl succinic acid reaction After the reaction is complete, use 60 mL of deionized ice water to wash 3-5 times, the organic phase is concentrated to about 10 mL by rotary evaporation, and separated and purified by a neutral alumina column (eluent v/v: dichloromethane/methanol=200/ 1-100/1), collect the product fractions, evaporate the solvent under reduced pressure to obtain the product, follow the reaction and the separation and purification process of the product by TLC, and obtain 2.12g of a light yellow powdery product |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
63.2% | Stage #1: (-)-lirinidine With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere; Stage #2: 4-(chloromethyl)-1,2-difluorobenzene In N,N-dimethyl-formamide at 30 - 50℃; Inert atmosphere; Stage #3: propionic acid In N,N-dimethyl-formamide | 18 Example 18 Synthesis of 1-O-(3', 4'-difluorobenzyl) salicylic acid propionate Accurately weigh 2.81g (10mmol) of 1-O-desmethyl succinate, dissolve it in 30mL DMF solvent and place it in a 250mL three-necked flask filled with nitrogen, add 0.84g (about 15mmol) of potassium hydroxide, stir mechanically at room temperature Mix for 2.0h, add 3.24g (about 20mmol) of 3,4-difluorobenzyl chloride dissolved in 60mL of DMF, and control the temperature to 30-50°C to react until the 1-O-desmethyl succinate reaction is complete. After the reaction is completed Use 60 mL of deionized ice water to wash 3-5 times, the organic phase is concentrated to about 20 mL by rotary evaporation, cooled to room temperature, neutralized to neutrality with 30% propionic acid, treated with D101 macroporous resin, washed with water and then washed with absolute ethanol TLC followed the reaction and the separation and purification process of the product, collected the ethanol fraction, evaporated the ethanol under reduced pressure to obtain a solid, and the solid was dried at 60 °C for 6-8 h to obtain 3.04 g of a colorless powder product. |
Tags: 698-80-6 synthesis path| 698-80-6 SDS| 698-80-6 COA| 698-80-6 purity| 698-80-6 application| 698-80-6 NMR| 698-80-6 COA| 698-80-6 structure
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P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
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