This report describes triethylammonium acetate (TEAA) ionic liquid catalyzed one pot synthesis of 6-amino-4-aryl-5-cyano-3- methyl-1-phenyl-1,4-dihydropyrano [2,3-c]pyrazoles by the reaction of aromatic aldehyde, ma...This report describes triethylammonium acetate (TEAA) ionic liquid catalyzed one pot synthesis of 6-amino-4-aryl-5-cyano-3- methyl-1-phenyl-1,4-dihydropyrano [2,3-c]pyrazoles by the reaction of aromatic aldehyde, malononitrile and 3-methyl-1-phenyl-2- pyrazolin-5-one at room temperature. TEAA plays dual role as reaction media and catalyst. It can also be easily recovered and reused in several runs. TEAA provides greener reaction protocol to present methodology which obviates the need of organic solvents, expensive and toxic catalyst.展开更多
Compound 5-methyl-2-phenyl-4-[(Z)-3-tolylamino-phenylmethylene]pyrazol-3(2H)-one (C24H21N3O) crystallizes in the triclinic system, space group P1, with a = 9.267(3), b = 9.904(4),c = 12.035(4) A°, α ...Compound 5-methyl-2-phenyl-4-[(Z)-3-tolylamino-phenylmethylene]pyrazol-3(2H)-one (C24H21N3O) crystallizes in the triclinic system, space group P1, with a = 9.267(3), b = 9.904(4),c = 12.035(4) A°, α = 97.896(6), β = 103.865(6), γ = 107.950(6)°, Mr= 367.44, Z = 2, V = 993.2(6)A°^3,Dc = 1.229 g/cm^3,μ(MoKa) = 0.077 mm^-1 and F(000) = 388. The structure was refined to R =0.0444 and wR = 0.1199 for 2903 observed reflections (I 〉 2σ(I)). The results of ^1H NMR and single-crystal X-ray diffraction studies showed the enamine character of the compound. The strong intramolecular hydrogen bonds in the large conjugate system, together with weak intermolecular C-H……π hydrogen bonding and π……π stacking, lead to the formation of a multi-dimensional supramolecular network.展开更多
3-[1′ (1′ H)-Substituent-pyrazol-5′-yl] benzo[5, 6] coumarins and3-(1′,2′-oxazol-5′-yl)benzo[5,6]coumarin were prepared via condensation of3-(2′-formyl-1′-chlorovinyl) benzo [5, 6] coumarin with hydrazine deri...3-[1′ (1′ H)-Substituent-pyrazol-5′-yl] benzo[5, 6] coumarins and3-(1′,2′-oxazol-5′-yl)benzo[5,6]coumarin were prepared via condensation of3-(2′-formyl-1′-chlorovinyl) benzo [5, 6] coumarin with hydrazine derivatives or hydroxylamine.Reaction of 3-[1′(1′ H)-pyrazol-5′-yl] benzo[5, 6] coumarin with alkyl halidcs, olefiniccompounds or acid chlorides are described.展开更多
The reaction of 4-(p-fluobenzoyl)-2,5-dihydro-3-methyl-1-phenyl pyrazol-5-one with thiosemicarbazide in MeOH followed by recrystallization in EtOH gave rise to yellowish lamellar crystals of 4(p-fluo-a-aminothiocar...The reaction of 4-(p-fluobenzoyl)-2,5-dihydro-3-methyl-1-phenyl pyrazol-5-one with thiosemicarbazide in MeOH followed by recrystallization in EtOH gave rise to yellowish lamellar crystals of 4(p-fluo-a-aminothiocarbonyl hydrazonobenzal)-2,5-dihydro-3-methyl- 1-phenyl pyrazol-5-one 1. It crystallizes in orthorhombic, space group Pbca with a = 18.445(4), b = 11.987(2), c = 19.249(4) °A,, V= 4256.1(18)°A^3, Z = 8, Mr = 415.49, Dc= 1.297 g/cm^3, T = 296(2) K, F(000) = 1744,μ(MoKα) = 0.186 cm^-1, R = 0.0521 and wR = 0.1211 for 1661 observed reflections with I 〉 2σ(I). The compound was structurally characterized by elemental analyses, IR and ^1H NMR. The intermolecular hydrogen bonds are present and a two-dimensional framework is formed by two intermolecular hydrogen bonds in the (001) plane.展开更多
N-Methylimidazolium perchlorate([MIm]ClO_4) was synthesized and some of its physico-chemical properties, such as density, surface tension were investigated. A thermo gravimetric analysis(TGA) and solvent performan...N-Methylimidazolium perchlorate([MIm]ClO_4) was synthesized and some of its physico-chemical properties, such as density, surface tension were investigated. A thermo gravimetric analysis(TGA) and solvent performance were also studied. The results show that this ionic liquid is an excellent catalyst for the synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) derivatives under solvent-free conditions.This method has the advantages of high yield, clean transformation, simple operation and short reaction time. The ionic liquid can be recycled without significant loss of activity.展开更多
The effect of 1-Phenyl-3-Methyl Pyrazol-5-one (HPMP) on the electrical properties of high carbon steel in Hydrochloric acid (HCI), Trioxonitrate (v) acid (HNO3) and Perchloric acid (HCIO4) was studied by weight loss m...The effect of 1-Phenyl-3-Methyl Pyrazol-5-one (HPMP) on the electrical properties of high carbon steel in Hydrochloric acid (HCI), Trioxonitrate (v) acid (HNO3) and Perchloric acid (HCIO4) was studied by weight loss method. The acidic medium caused a complete degradation of the electrical properties of the coated and uncoated high carbon steel. However, the attack was more on the uncoated coupons, which showed that HPHP is an effective corrosion inhibitor. HNO3 had the most severe effect on the metal. The coupons coated with HPMP generally had higher values of resistance (0.0155 Ω) and conductivity (6.20 mho/m) in HCI environment than the uncoated coupons (0.0043 Ω) and (1.72 mho/m). Similar results were obtained for HNO3 and HCIO4 environments. These values are lower than the values obtained for as-received coupons: -0.0466 and 8.64 mho/m respectively.展开更多
文摘This report describes triethylammonium acetate (TEAA) ionic liquid catalyzed one pot synthesis of 6-amino-4-aryl-5-cyano-3- methyl-1-phenyl-1,4-dihydropyrano [2,3-c]pyrazoles by the reaction of aromatic aldehyde, malononitrile and 3-methyl-1-phenyl-2- pyrazolin-5-one at room temperature. TEAA plays dual role as reaction media and catalyst. It can also be easily recovered and reused in several runs. TEAA provides greener reaction protocol to present methodology which obviates the need of organic solvents, expensive and toxic catalyst.
文摘Compound 5-methyl-2-phenyl-4-[(Z)-3-tolylamino-phenylmethylene]pyrazol-3(2H)-one (C24H21N3O) crystallizes in the triclinic system, space group P1, with a = 9.267(3), b = 9.904(4),c = 12.035(4) A°, α = 97.896(6), β = 103.865(6), γ = 107.950(6)°, Mr= 367.44, Z = 2, V = 993.2(6)A°^3,Dc = 1.229 g/cm^3,μ(MoKa) = 0.077 mm^-1 and F(000) = 388. The structure was refined to R =0.0444 and wR = 0.1199 for 2903 observed reflections (I 〉 2σ(I)). The results of ^1H NMR and single-crystal X-ray diffraction studies showed the enamine character of the compound. The strong intramolecular hydrogen bonds in the large conjugate system, together with weak intermolecular C-H……π hydrogen bonding and π……π stacking, lead to the formation of a multi-dimensional supramolecular network.
文摘3-[1′ (1′ H)-Substituent-pyrazol-5′-yl] benzo[5, 6] coumarins and3-(1′,2′-oxazol-5′-yl)benzo[5,6]coumarin were prepared via condensation of3-(2′-formyl-1′-chlorovinyl) benzo [5, 6] coumarin with hydrazine derivatives or hydroxylamine.Reaction of 3-[1′(1′ H)-pyrazol-5′-yl] benzo[5, 6] coumarin with alkyl halidcs, olefiniccompounds or acid chlorides are described.
基金This project was supported by the National Natural Science Foundation of China (No. 20462007) and Xinjiang Bureau of Education (No. XJEDU2004S06)
文摘The reaction of 4-(p-fluobenzoyl)-2,5-dihydro-3-methyl-1-phenyl pyrazol-5-one with thiosemicarbazide in MeOH followed by recrystallization in EtOH gave rise to yellowish lamellar crystals of 4(p-fluo-a-aminothiocarbonyl hydrazonobenzal)-2,5-dihydro-3-methyl- 1-phenyl pyrazol-5-one 1. It crystallizes in orthorhombic, space group Pbca with a = 18.445(4), b = 11.987(2), c = 19.249(4) °A,, V= 4256.1(18)°A^3, Z = 8, Mr = 415.49, Dc= 1.297 g/cm^3, T = 296(2) K, F(000) = 1744,μ(MoKα) = 0.186 cm^-1, R = 0.0521 and wR = 0.1211 for 1661 observed reflections with I 〉 2σ(I). The compound was structurally characterized by elemental analyses, IR and ^1H NMR. The intermolecular hydrogen bonds are present and a two-dimensional framework is formed by two intermolecular hydrogen bonds in the (001) plane.
基金the partial support from University Malaya to Project GC 001A-14-AET
文摘N-Methylimidazolium perchlorate([MIm]ClO_4) was synthesized and some of its physico-chemical properties, such as density, surface tension were investigated. A thermo gravimetric analysis(TGA) and solvent performance were also studied. The results show that this ionic liquid is an excellent catalyst for the synthesis of 4,4'-(arylmethylene)bis(1H-pyrazol-5-ol) derivatives under solvent-free conditions.This method has the advantages of high yield, clean transformation, simple operation and short reaction time. The ionic liquid can be recycled without significant loss of activity.
文摘The effect of 1-Phenyl-3-Methyl Pyrazol-5-one (HPMP) on the electrical properties of high carbon steel in Hydrochloric acid (HCI), Trioxonitrate (v) acid (HNO3) and Perchloric acid (HCIO4) was studied by weight loss method. The acidic medium caused a complete degradation of the electrical properties of the coated and uncoated high carbon steel. However, the attack was more on the uncoated coupons, which showed that HPHP is an effective corrosion inhibitor. HNO3 had the most severe effect on the metal. The coupons coated with HPMP generally had higher values of resistance (0.0155 Ω) and conductivity (6.20 mho/m) in HCI environment than the uncoated coupons (0.0043 Ω) and (1.72 mho/m). Similar results were obtained for HNO3 and HCIO4 environments. These values are lower than the values obtained for as-received coupons: -0.0466 and 8.64 mho/m respectively.