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[ CAS No. 5981-09-9 ] {[proInfo.proName]}

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Chemical Structure| 5981-09-9
Chemical Structure| 5981-09-9
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Product Details of [ 5981-09-9 ]

CAS No. :5981-09-9 MDL No. :MFCD00778301
Formula : C18H18N4 Boiling Point : -
Linear Structure Formula :- InChI Key :SNLFYGIUTYKKOE-UHFFFAOYSA-N
M.W : 290.36 Pubchem ID :80083
Synonyms :

Calculated chemistry of [ 5981-09-9 ]

Physicochemical Properties

Num. heavy atoms : 22
Num. arom. heavy atoms : 18
Fraction Csp3 : 0.0
Num. rotatable bonds : 3
Num. H-bond acceptors : 0.0
Num. H-bond donors : 3.0
Molar Refractivity : 94.34
TPSA : 81.3 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : Yes
Log Kp (skin permeation) : -5.86 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.09
Log Po/w (XLOGP3) : 3.12
Log Po/w (WLOGP) : 3.93
Log Po/w (MLOGP) : 3.04
Log Po/w (SILICOS-IT) : 1.53
Consensus Log Po/w : 2.74

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 0.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.01
Solubility : 0.0282 mg/ml ; 0.000097 mol/l
Class : Moderately soluble
Log S (Ali) : -4.5
Solubility : 0.00926 mg/ml ; 0.0000319 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -5.68
Solubility : 0.000601 mg/ml ; 0.00000207 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 2.0 alert
Brenk : 1.0 alert
Leadlikeness : 0.0
Synthetic accessibility : 2.1

Safety of [ 5981-09-9 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5981-09-9 ]

* 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.

  • Downstream synthetic route of [ 5981-09-9 ]

[ 5981-09-9 ] Synthesis Path-Downstream   1~93

  • 1
  • [ 20440-93-1 ]
  • [ 5981-09-9 ]
YieldReaction ConditionsOperation in experiment
95.7% EXAMPLE 1Synthesis of tris(4-aminophenyl)amine(Compound 2 in Figure 1)[0080] Into a 500 mL flask were placed 10.0 g (26.3 mmol) of tris(4-nitrophenylamine)(Compound 1, obtained from Sigma- Aldrich) and 42 g tin granules were placed. 85 mL ethanol (EtOH), 60 mL water and 50 mL hydrochloric acid (37%) were added and the mixture refluxed for 16 hours. The hot mixture was decanted from the remaining tin by pouring it into a large beaker. Cooling to room temperature (i.e., within about 15-25C) led to the precipitation of off- white crystals, which were filtered off. The crystals were redissolved in hot water and the resulting clear solution filtered. A large excess of sodium hydroxide (50% solution) was added. The white precipitate was filtered, thoroughly washed with water, and then dried by vacuum. Yield: 7.3 g (25.2 mmol; 95.7%).
With sodium hydroxide; stannous chloride; In hydrogenchloride; Reference Example 97 Synthesis of tris(4-aminophenyl)amine Tris(4-nitrophenyl)amine (1.9 g) was suspended in 6 N hydrochloric acid (80 ml), and then tin dichloride (31.3 g) was added at room temperature and the mixture was heated to reflux for one day. After cooling, the reaction solution was filtered, and 6 N sodium hydroxide (160 ml) was added to the filtrate while cooling on ice. The mixture was extracted twice with dichloromethane (200 mL). The organic layer was collected and dried over sodium sulfate, and then concentrated to obtain 1.44 g of the title compound as a brown powder (quantitative yield). The NMR data and mass spectrometry (MS) data for the obtained compound were as follows. NMR: (400 MHz, DMSO-d6) delta: 4.75 (6H,brs), 6.47 (6H,d,J=8.4 Hz), 6.62 (6H,d,J=8.4 Hz) MS: m/z 291.3 (M++1).
With iron(III) chloride hexahydrate; hydrazine hydrate; In ethanol; for 6h;Reflux; In a 2000 ml round bottom three-necked flask equipped with a mechanical stirrer, a spherical reflux condenser, and a constant pressure dropping funnel, 3 g (0.0111 mol) of FeCl3 · 6H2O, 10 g of activated charcoal, 1200 ml of 95% ethanol were charged and stirred and heated to reflux in 200 g (0.5263 mol) of 4,4?, 4? -tri nitrotriphenylamine (yellow solid powder) , Dropping 618.5 g (20.0 mol) of 85% hydrazine hydrate and controlling the dropping rate to about 6 hours. After completion of the dropwise addition, the reaction was continued and the reaction was followed by dot paper, When the solution is nearly colorless, the reaction is stopped and the total reaction time is about 10 to 15 hours. The distillation apparatus was replaced, most of the ethanol was distilled off, cooled to room temperature, and all the solids were filtered off. The filtrate was continued Distillation is carried out and the fractions below 85 C are combined with the previously recovered ethanol for reuse. 110 or more No longer steamed, directly retained for the recovery of hydrazine hydrate, reserve. All the solids were acidified to pH with aqueous hydrochloric acid 1 ~ 2, filter, filter cake for the adsorption of most of the Fe3 + activated carbon, to take back spare. The filtrate was a yellow-green acidic solution. Add the right amount of EDTA disodium salt solution, stir well. Using aqueous NaOH And in the pH value of 6 to 8, a large number of white precipitate a little green solid, filter out the solid, with the amount of water washing One or two times, drained, in a vacuum oven at 70 ~ 90 drying, spare. The recovery was greater than 95%.
With hydrazine hydrate; Pb/C; In ethanol; at 80℃; for 10h; The 1gN ', ", N" N' -tri (4-nitrophenyl) amine with 10 ml of hydrazine hydrate is added to the container, by adding 30 ml anhydrous ethanol as solvent, adding 300 mg of Pb/C as catalyst, the reaction in 80 C, reaction under stirring speed of the 40r/min 10 hours, filtering to obtain strawcoloured crystal intermediate product N ', ", N" N' -tri (4-aminophenyl) amine. The 190mgN ', ", N" N' -tri (4-aminophenyl) amine with 210 mu l4-pyridylaldehyde in according to the into the container, by adding 30 ml anhydrous ethanol as solvent, through nitrogen for a period of time after the air, reaction in 80 C lower, 40r/min reaction under stirring speed of 12 hours, to filter out solid matter, dichloromethane is used for recrystallization, target product shall be red brown crystal, yield 98%.

  • 2
  • [ 17920-90-0 ]
  • [ 5981-09-9 ]
  • 4,4',4''-tris(3',3',7'-trimethyl-6'-octenylideneamino)triphenylamine [ No CAS ]
  • 5
  • [ 1121-60-4 ]
  • [ 5981-09-9 ]
  • C36H27N7 [ No CAS ]
  • 6
  • [ 24677-78-9 ]
  • [ 5981-09-9 ]
  • [ 777096-05-6 ]
  • 7
  • [ 6118-51-0 ]
  • [ 5981-09-9 ]
  • C42H36N4O12 [ No CAS ]
  • 8
  • [ 108-30-5 ]
  • [ 5981-09-9 ]
  • <i>N</i>-(4-{bis-[4-(3-carboxy-propionylamino)-phenyl]-amino}-phenyl)-succinamic acid [ No CAS ]
  • 9
  • [ 2170-03-8 ]
  • [ 5981-09-9 ]
  • 3-(4-{bis-[4-(2-carboxymethyl-acryloylamino)-phenyl]-amino}-phenylcarbamoyl)-but-3-enoic acid [ No CAS ]
  • 10
  • [ 1521-38-6 ]
  • [ 5981-09-9 ]
  • N,N',N''-(nitrilotri-4,1-phenylene)tris(2,3-dimethoxybenzamide) [ No CAS ]
  • 12
  • [ 5981-09-9 ]
  • [ 350-46-9 ]
  • N,N-di(4-nitrophenyl)-N',N'-di(4-aminophenyl)-1,4-phenylenediamine [ No CAS ]
  • C42H30N8O8 [ No CAS ]
  • 13
  • [ 5981-09-9 ]
  • [ 1107-00-2 ]
  • polymer; monomer(s): tris(4-aminophenyl)amine; 2,2-bis(3,4-dicarboxyphenyl)hexafluoropropane dianhydride [ No CAS ]
  • 14
  • [ 5981-09-9 ]
  • N,N',N''-(nitrilotri-4,1-phenylene)tris(2,3-dihydroxybenzamide) [ No CAS ]
  • 17
  • [ 100-01-6 ]
  • Boc-NH-L-Phe-L-Ala-NH-NH-C6H4-resinAc-X [ No CAS ]
  • [ 5981-09-9 ]
  • 20
  • [ 5981-09-9 ]
  • [ 75-05-8 ]
  • copper(l) chloride [ No CAS ]
  • [ 620945-21-3 ]
  • 21
  • [ 1086374-73-3 ]
  • [ 5981-09-9 ]
  • [ 1086374-77-7 ]
  • 22
  • [ 5981-09-9 ]
  • [ 79-10-7 ]
  • [ 955363-01-6 ]
YieldReaction ConditionsOperation in experiment
70% at 40 - 50℃; EXAMPLE 1 Preparation of beta-Alanine, N, N', N"-(nitrilotri-4,1-phenylene)tris[N-2 carboxyethyl]: To 25 grams (0.086 mole) tris p-amino phenyl amine, is added 75 grams (1.04 mole) of acrylic acid. The exotherm from the addition rises the temperature to 40 C. to 45 C. Heating is continued with stirring at 50 C. for 2 to 21/2 hours after which water (200 ml) is added. The precipitated solids are separated and washed repeatedly with water. The solids are collected on a filter and allowed to air dry. The solids weigh 45 grams, (70% of theory); melting pt.=165 C.- 168 C. Calculated for C36H42N4 (based on atomic weights): C, 59.83; H, 5.82; N, 7.76 Found: C, 59.34; H, 5.77; N, 7.65
  • 23
  • [ 5981-09-9 ]
  • [ 79-10-7 ]
  • C36H42N4O12(1+)*3H3N*NO3(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
79% EXAMPLE 5Dye obtained by oxidation of the ammonium salt of beta-alanine, N, N', N nitrilotri 4,1-phenylene tris N-2-carboxylethyl: using a weak base 25.0 g (0.0866 mole) of tris p-aminophenyl amine was placed in a 500 ml flask to which was added 75 g (1.06 mole) of acrylic acid. The exotherm was complete when the temperature reaches 45 C. The mixture was heated with stirring for 2 hours at 50 C. At this point 25.0 g (0.08 mole) of concentrated ammonia was added and the reaction mixture was held at 50 C. for 30 minutes. Silver nitrate, 14.0 g (0.086 moles) was added in a minimum quantity of water and stirred for 2 hours at 50 C. The precipitated silver metal powder formed was removed by vacuum filtration using a filter aid such as celite. The filter cake was washed with three 25 ml portions of water. All filtrates were combined to which was added 1.5 liters of acetone. The solids that separate were allowed to settle and were recovered by decanting the acetone-water-acrylic acid mixture. The precipitated semi-solid was treated with 3×100 ml of acetone. The material collected was places in a vacuum dessicater over concentrated sulfuric acid and held under vacuum for 2 days. A glass-like solid was obtained. The solid was dissolved in warm methanol, filtered and the filtrate treated with 2× volume of acetone. A green solid separated and was collected on a filter, washed with acetone and air dried. The yield of product is 55 g (79% of theory). The dye has a lambda max of 956 nm and absorptivity of 18.0.
  • 24
  • [ 5981-09-9 ]
  • [ 5588-84-1 ]
  • [N((p-C6H4)imidovanadium(V) triisopropoxide)3] [ No CAS ]
  • 25
  • [ 5981-09-9 ]
  • [ 75-36-5 ]
  • tris-(4-acetylamino-phenyl)-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
87.4% With triethylamine; In N,N-dimethyl-formamide; for 1h;Cooling with ice; EXAMPLE 2Synthesis of tris(4-acetamidophenyl)amine(Compound 3 in Figure 1)[0081] 6.7 g (23.1 mmol) of compound 2 was dissolved in 100 mL dry dimethylformamide (DMF). To this was added 10.1 g (100 mmol; 4.3 eq) of dry triethylamine. The flask was ice- cooled and then acetyl chloride (7.85 g; 7.1 mL; 100 mmol; 4.3 eq) was slowly added via an addition funnel, which led to precipitation of triethylammonium hydrochloride. The mixture was stirred for 1 hour, and then filtered. The filtrate was submerged into 500 mL ice-water to induce precipitation of the product. The tan precipitate was filtered, washed with water, and dried. Yield: 8.4 g (20.2 mmol; 87.4 %).
  • 26
  • [ 5981-09-9 ]
  • [ 1267652-31-2 ]
  • 27
  • [ 5981-09-9 ]
  • [ 1267652-33-4 ]
  • 28
  • [ 5981-09-9 ]
  • [ 1267652-34-5 ]
  • 29
  • [ 5981-09-9 ]
  • [ 1267652-35-6 ]
  • 30
  • [ 1342814-70-3 ]
  • [ 5981-09-9 ]
  • [ 1342814-71-4 ]
  • 31
  • [ 350-46-9 ]
  • [ 106-50-3 ]
  • [ 5981-09-9 ]
  • 32
  • [ 5981-09-9 ]
  • [ 1297583-31-3 ]
  • 33
  • [ 1121-60-4 ]
  • iron(II) trifluoromethanesulfonate dihydrate [ No CAS ]
  • [ 467-62-9 ]
  • [ 5981-09-9 ]
  • Fe4((C5H4NCHNC6H4)3N)4(8+)*8OSO2CF3(1-)=Fe4((C5H4NCHNC6H4)3N)4(OSO2CF3)8 [ No CAS ]
  • Fe4((C5H4NCHNC6H4)3N)3((C5H4NCHNC6H4)3COH)(8+)*8OSO2CF3(1-)=Fe4C145H109N27O(OSO2CF3)8 [ No CAS ]
  • Fe4((C5H4NCHNC6H4)3N)2((C5H4NCHNC6H4)3COH)2(8+)*8OSO2CF3(1-)=Fe4C146H110N26O2(OSO2CF3)8 [ No CAS ]
  • Fe4((C5H4NCHNC6H4)3COH)4(8+)*8OSO2CF3(1-)=Fe4((C5H4NCHNC6H4)3COH)4(OSO2CF3)8 [ No CAS ]
  • Fe4((C5H4NCHNC6H4)3N)((C5H4NCHNC6H4)3COH)3(8+)*8OSO2CF3(1-)=Fe4C147H111N25O3(OSO2CF3)8 [ No CAS ]
  • 34
  • [ 1121-60-4 ]
  • iron(II) trifluoromethanesulfonate dihydrate [ No CAS ]
  • [ 5981-09-9 ]
  • [ 141-78-6 ]
  • Fe4((C5H4NCHNC6H4)3N)4(8+)*8OSO2CF3(1-)*8CH3COOCH2CH3=Fe4((C5H4NCHNC6H4)3N)4(OSO2CF3)8*8CH3COOCH2CH3 [ No CAS ]
  • 35
  • [ 1121-60-4 ]
  • iron(II) trifluoromethanesulfonate dihydrate [ No CAS ]
  • [ 5981-09-9 ]
  • Fe2((C5H4NCHNC6H4)2NC6H4NH2)3(4+)*4OSO2CF3(1-)=Fe2((C5H4NCHNC6H4)2NC6H4NH2)3(OSO2CF3)4 [ No CAS ]
  • 36
  • [ 5981-09-9 ]
  • [ 3320-86-3 ]
  • N,N',N"-(nitrilotri-4,1-phenylene)tris(2-nitrophenylurea) [ No CAS ]
  • 37
  • [ 5981-09-9 ]
  • N,N',N"-(nitrilotri-4,1-phenylene)tris(2-aminophenylurea) [ No CAS ]
  • 38
  • [ 5981-09-9 ]
  • N,N',N"-(nitrilotri-4,1-phenylene)bis(tris(3-(2-aminophenyl)urea)) [ No CAS ]
  • 39
  • iron(II) triflate [ No CAS ]
  • [ 5981-09-9 ]
  • [ 13750-81-7 ]
  • Fe4(tris(4-aminophenyl)amine)(OTf)<SUB>8</SUB> [ No CAS ]
  • 40
  • [ 5981-09-9 ]
  • [Cu(N,N',N''-(nitrilotris(4,1-phenylene))triisonicotinamide)2(NCS)2]*3(dimethylformamide) [ No CAS ]
  • 41
  • [ 5981-09-9 ]
  • [Zn(N,N',N''-(nitrilotris(4,1-phenylene))triisonicotinamide)2(perchlorate)2]*4(ethanol) [ No CAS ]
  • 42
  • [ 55-22-1 ]
  • [ 5981-09-9 ]
  • [ 1460315-59-6 ]
  • 43
  • [ 1121-60-4 ]
  • iron(II) triflate [ No CAS ]
  • [ 5981-09-9 ]
  • C90H72Fe2N18(4+)*4CF3O3S(1-) [ No CAS ]
  • 44
  • [ 112-16-3 ]
  • [ 5981-09-9 ]
  • C54H84N4O3 [ No CAS ]
  • 45
  • [ 40480-10-2 ]
  • [ 5981-09-9 ]
  • C69H114N4O3 [ No CAS ]
  • 46
  • [ 21132-76-3 ]
  • [ 5981-09-9 ]
  • C84H144N4O3 [ No CAS ]
  • 47
  • [ 5981-09-9 ]
  • [ 162109-59-3 ]
  • C100H100N6O8 [ No CAS ]
  • 48
  • [ 5981-09-9 ]
  • [ 162109-59-3 ]
  • C141H141N7O12 [ No CAS ]
  • 49
  • [ 98-03-3 ]
  • [ 5981-09-9 ]
  • C33H24N4S3 [ No CAS ]
YieldReaction ConditionsOperation in experiment
68.3% With acetic acid; In tetrahydrofuran; at 60℃; for 4h;Inert atmosphere; General procedure: Take preparation of SB1 for example: 4-amino-triphenylamine (A1) (0.5217 g, 0.0020 mol) was dissolved in 100 ml THF and the mixture was poured into a 100 ml, three-neck, round-bottom flask. 2-thiophenecarboxaldehyde (0.3017 g, 0.0027 mol) was added slowly into the mixture, then a drop of acetic acid was added. After that the solution was stirred at 60 C reflux temperature for 4 h under nitrogen atmosphere, it became transparent and orange. The solution was evaporated by rotary evaporation to powders in brown with the yield of 73.1% (0.5174 g). The other SBs were prepared in the same procedure, and the synthesis routes of SBs are showed Scheme 1.
  • 50
  • [ 2493-84-7 ]
  • [ 5981-09-9 ]
  • C63H78N4O6 [ No CAS ]
  • 51
  • [ 5981-09-9 ]
  • [ 131525-56-9 ]
  • C87H126N4O9 [ No CAS ]
  • 52
  • [ 5981-09-9 ]
  • [ 157980-09-1 ]
  • C111H174N4O12 [ No CAS ]
  • 53
  • [ 2312-15-4 ]
  • [ 5981-09-9 ]
  • C75H102N4O6 [ No CAS ]
  • 54
  • [ 5981-09-9 ]
  • [ 131525-58-1 ]
  • C111H174N4O9 [ No CAS ]
  • 55
  • [ 5981-09-9 ]
  • [ 117241-31-3 ]
  • C147H246N4O12 [ No CAS ]
  • 56
  • [ 15872-48-7 ]
  • [ 5981-09-9 ]
  • C87H126N4O6 [ No CAS ]
  • 57
  • [ 5981-09-9 ]
  • [ 180678-33-5 ]
  • C135H222N4O9 [ No CAS ]
  • 58
  • [ 5981-09-9 ]
  • [ 179031-23-3 ]
  • C183H318N4O12 [ No CAS ]
  • 59
  • [ 5981-09-9 ]
  • [ 37091-73-9 ]
  • N1-(1,3-dimethylimidazolidin-2-ylidene)-N4,N4-bis(4-((1,3-dimethylimidazolidin-2-ylidene)amino)phenyl)benzene-1,4-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
71% With triethylamine; In acetonitrile; at 20℃; for 24h;Inert atmosphere; 2.00 g (1 .9 mmol) 2-chloi -l ,3-dimethyl-4J5-dihydro-lH-imidazol-3-ium chloride (II) in 20 mL acetonitrile were added, to a suspension of 1.00 g (3.4 mmol) Nl ,Nl-bis(4- aminophenyl)benzene-l ,4-diamine in 30 mL acetonitrile and 3.8 mL tri ethyl amine under argon atmosphere. The mixture was stirred for 24 hours at room temperature. After distillation of the solvent, the residue was suspended in 2 M sodium hydroxide solution and stirred for 5 minutes at 45 °C. 1.4 g (2.42 mmol; 71 percent) rose solid were obtained after filtration, washing with water and acetone and drying in vacuo. The product was purified by gradient sublimation for analytical characterisation. Melting point: 226 °C
  • 60
  • [ 5981-09-9 ]
  • 2-chloro-1,3-dimethyl-1H-benzo[d]imidazol-3-ium hexafluorophosphate [ No CAS ]
  • N1-(1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-ylidene)-N4,N5-bis(4-((1,3-dimethyl-1H-benzo[d]imidazol-2(3H)-ylidene)amino)phenyl)benzene-1,4-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
49% With triethylamine; In acetonitrile; at 0 - 20℃; for 48h;Inert atmosphere; 3.15 g (9.65 mmol) 2-chloro-l,3-dimethyl-lH-benzo[d]imidazol-3-ium hexafluorophosphate (13) in 25 mL acetonitrile were added to a suspension of 0.75 g (2.57 mmol) Nl ,Nl-bis(4- aminophenyl)benzene-l ,4-diamine in 75 mL acetonitrile and 3.2 mL triethylamine under argon atmosphere at 0 C. The mixture was stirred for 48 hours at room temperature. The precipitate was filered, washed with acetonitrile, suspended in 2 M aqueous sodium hydroxide solution and stirred for 5 minutes at 45 C. 0.9 g (1.25 mmol; 49 %) foamy solid was obtained after filtration, washing with water and drying in vacuo. The product was purified by gradient sublimation for analytical characterisation.
  • 61
  • [ 1003-29-8 ]
  • [ 5981-09-9 ]
  • C33H27N7 [ No CAS ]
  • 62
  • [ 5981-09-9 ]
  • C18H14N3O5(1+)*Cl(1-) [ No CAS ]
  • C54H45N4O3(3+)*3Cl(1-) [ No CAS ]
  • 63
  • [ 5981-09-9 ]
  • [ 101606-18-2 ]
  • C72H57N7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
2.6 g With 1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0); sodium t-butanolate; In toluene; at 80℃; for 5h;Inert atmosphere; Flask, tris (4-aminophenyl) amine 0.81g, 4'- bromo -N- phenyl- [1,1'-biphenyl] -4-amine 3.0g, bis (dibenzylideneacetone) palladium, 0.24 g, 1,1'- bis (diphenylphosphino) ferrocene (DPPF) 0.35g, and sodium t- butoxide was added and then 1.1g into the nitrogen, 73mL toluene, and the mixture was stirred for 5 hours at 80 . Cooling the reaction solution to room temperature and filtered. Dissolving the resulting filtrate in THF and removing the insoluble matter by filtration, the resulting filtrate was concentrated. 15mL of THF was added to the residue for dissolution and to give 2.6g of triphenyl amine derivative for the purpose by re-precipitation before.
  • 64
  • [ 36809-26-4 ]
  • [ 5981-09-9 ]
  • C72H57N7 [ No CAS ]
YieldReaction ConditionsOperation in experiment
39% With tetrakis(triphenylphosphine) palladium(0); sodium t-butanolate; In 5,5-dimethyl-1,3-cyclohexadiene; for 8h;Inert atmosphere; Reflux; A flask was charged with 1.46 g of tris(4-aminophenyl)amine, 5.35 g (3.3 eq.) of bromotriphenylamine, 0.299 g (5 mol %) of Pd(PPh3)4, 1.59 g (3.3 eq.) of t-BuONa and 50 mL of xylene and flushed with nitrogen, then stirred for 8 hours under refluxing conditions. After stirring was complete, the reaction mixture was allowed to cool to room temperature and 50 mL of chloroform was added, following which Celite filtration was carried out. Liquid-liquid extraction was then carried out using this filtrate and saturated saline. The resulting organic phase was dried over sodium sulfate, following which the solvent was driven off under reduced pressure and short-column chromatography was carried out using the resulting residue and chloroform. Activated carbon (0.5 g) was added to the resulting solution and the system was stirred for 30 minutes, following which the activated carbon was removed by filtration. The residue obtained by driving off the solvent from this filtrate was dissolved in a 1:1 (v/v) mixed solvent of chloroform and n-hexane. Column chromatography was carried out on the resulting solution, the fractions confirmed by a technique such as TLC to contain the target substance were collected, and the solvent was driven off under reduced pressure. The residue was dissolved in toluene and reprecipitation was carried out by adding n-hexane to the solution. The precipitate was collected by filtration and thoroughly dried under reduced pressure, giving 2.01 g of Aniline Derivative 3 (yield, 39%).
  • 65
  • [ 5981-09-9 ]
  • [ 106-89-8 ]
  • C36H48Cl6N4O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water; at 60℃; In the assembly with a mechanical stirring 2000 ml round bottom flask in three, inputs 147.1g (0.5069mol) 4, the 4 [...], 4 the three-triamino [...] aniline, 840g (9.124mol) epoxychloropropane, 27g (1.5mol) water, stirring, the water bath temperature to 60 C, tracking of the reaction with TLC, the total reaction time is 3-8 hours. After the reaction is finished, a distillation device, for 60-90 C temperature range, excessive epoxychloropropane reclaim under reduced pressure. the recycling finishes, cold to 70 C the following, by adding 1100 ml toluene, for 60-65C, dropping the mass fraction is 50% NaOH aqueous solution of, controlling dropping acceleration, the dropping time is 3-4 hours. the drop finishes, to continue reaction 4-6 hours, TLC for tracking of the reaction. After the reaction, cooling to room temperature, filtered, the filtrate water to neutral, liquid, phase takes organically, toluene and recovering the solvent distillation at atmospheric pressure. Kettle is residues N, N, N ', N', N ", N"-six-glycidyl -4, the 4 [...], 4 the three-triamino [...] aniline (HGTATPA), the dark-coloured viscous shape. Adding proper amount of 95% ethanol, heated to just dissolve, resulting purple solution, cooling to separate out lilac solid. Filtration out the solid, in in an oven 60-70 C drying, that is, is a solid product. By the detection, the product can reach the highest purity HPLC 98.7% or more. The mass spectrometric side of the molecular ion peak is 626.
  • 66
  • [ 5981-09-9 ]
  • C39H30N4O3*3Zn(3+) [ No CAS ]
  • 67
  • [ 5981-09-9 ]
  • [ 90-02-8 ]
  • C39H30N4O3 [ No CAS ]
  • 68
  • [ 872-85-5 ]
  • [ 5981-09-9 ]
  • N',N'',N'''-tri(4-nitrophenyl)amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol; at 80℃; for 12h;Inert atmosphere; The 1gN ', ", N" N' -tri (4-nitrophenyl) amine with 10 ml of hydrazine hydrate is added to the container, by adding 30 ml anhydrous ethanol as solvent, adding 300 mg of Pb/C as catalyst, the reaction in 80 C, reaction under stirring speed of the 40r/min 10 hours, filtering to obtain strawcoloured crystal intermediate product N ', ", N" N' -tri (4-aminophenyl) amine. The 190mgN ', ", N" N' -tri (4-aminophenyl) amine with 210 mu l4-pyridylaldehyde in according to the into the container, by adding 30 ml anhydrous ethanol as solvent, through nitrogen for a period of time after the air, reaction in 80 C lower, 40r/min reaction under stirring speed of 12 hours, to filter out solid matter, dichloromethane is used for recrystallization, target product shall be red brown crystal, yield 98%.
  • 69
  • [ 5981-09-9 ]
  • [ 54010-75-2 ]
  • [ 33795-37-8 ]
  • 4C57H36N10*6Zn(2+)*12CF3O3S(1-) [ No CAS ]
  • 70
  • zinc(II) bis(tetrafluoroborate) hydrate [ No CAS ]
  • [ 5981-09-9 ]
  • [ 33795-37-8 ]
  • 4C57H36N10*6Zn(2+)*12BF4(1-) [ No CAS ]
  • 71
  • [ 5981-09-9 ]
  • [ 29105-03-1 ]
  • [ 33795-37-8 ]
  • 4C57H36N10*12CF3O3S(1-)*6Cd(2+) [ No CAS ]
  • 72
  • [ 3506-51-2 ]
  • [ 5981-09-9 ]
  • C45H36N4O3 [ No CAS ]
  • 73
  • [ 5981-09-9 ]
  • [ 139-85-5 ]
  • C39H30N4O6 [ No CAS ]
  • 74
  • [ 5981-09-9 ]
  • [ 87199-17-5 ]
  • C39H33B3N4O6 [ No CAS ]
  • 75
  • [ 100-25-4 ]
  • [ 5981-09-9 ]
  • [ 164595-15-7 ]
YieldReaction ConditionsOperation in experiment
With acetic acid; for 12h; Step (a): synthesis of epoxy resin oligomer with second order nonlinear optical properties dissolving 1.22 g (8 mmole) of p-nitrosonitrobenzene and 4.07 g (14 mmole) of 4,4?,4?-triamino-phenylamine in an appropriate amount of acetic acid, instilling p-nitrosonitrobenzene solution slowly into 4,4?,4?-triaminophenylamine solution, blending them so that they react for 12 hours, neutralizing it with acetic acid sodium saturated solution to pH 6 such that purple solid precipitate is produced, performing solid-liquid separation by suction filtration, and rinsing the filter disk with a large amount of deionized water in several instances to obtain a purple solid mixture, wherein the collected solid mixture is purified by column chromatography to extract a product therefrom, wherein an eluent of n-hexane:ethyl acetate is of a ratio 1:3, so as to produce DAC, which is a bright green solid, and the aforesaid chemical reaction is expressed by the structural formulas as follows: mixing 2 g (6 mmol) of DGEBA and 2 g (6 mmol) of DAC uniformly to allow polymerization to take place at 150 C. for 40 hours, and then instilling the mixture, drop by drop, into 50 mL of CH3OH and blending it to produce DGEBA-DAC oligomer (DACP). The aforesaid chemical reaction is monitored with FTIR. The completion of the aforesaid chemical reaction is confirmed by the disappearance of the absorption peak of the characteristics of the epoxy group with a wave number of 913 cm-1. The aforesaid chemical reaction is expressed by the structural formulas as follows:where n is 3~10.
  • 76
  • cobalt(II) trifluoromethanesulfonate [ No CAS ]
  • [ 5981-09-9 ]
  • [ 33795-37-8 ]
  • 4C57H36N10*6Co(2+)*12CF3O3S(1-) [ No CAS ]
  • 77
  • [ 50-00-0 ]
  • [ 5981-09-9 ]
  • 4-(bis(4-aminophenyl)amino)phenol [ No CAS ]
  • C78H69N13O3 [ No CAS ]
  • 78
  • [ 5981-09-9 ]
  • C75H48Fe2N12O6(4+)*4ClO4(1-) [ No CAS ]
  • C90H72Fe2N18(4+)*4ClO4(1-) [ No CAS ]
  • 79
  • [ 5981-09-9 ]
  • C75H48Fe2N12O6(4+)*4ClO4(1-) [ No CAS ]
  • C72H63FeN15(2+)*2ClO4(1-) [ No CAS ]
  • 80
  • [ 5981-09-9 ]
  • [ 7144-08-3 ]
  • C102H150N4O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
81.7% In tetrahydrofuran; Tris(4-aminephenyl)amine (1.0 g, 3.45 mmol) and cholesterylchloroformate (4.64g, 10.34mmol) were addedto anhydrous THF (100 mL) and stirred overnight. Afterthe reaction was over, the mixture was concentratedand puried by column chromatography (SiO2: CH2Cl2/CH3OH = 100:1) to yield 1 as pale solid powder (4.3 g,81.7%). 1H NMR (600MHz, CDCl3): delta 7.224 (s, 6H), 6.976 (s,6H), 6.440 (s, 3H), 5.391-5.399 (t, 3H, J=2.4Hz), 4.570-4.608(m, 3H), 2.313-2.435 (m, 6H), 2.023-0.858 (m, 114H), 0.681(s, 9H). 13C (150MHz, CDCl3):delta139.63, 122.74, 56.70, 56.17,50.01, 42.33, 39.75, 39.53, 38.50, 36.99, 36.58, 36.20, 35.82,31.88, 28.24, 28.12, 28.01, 24.30, 23.86, 22.83, 22.57, 21.06,19.36, 18.73, 11.87. HRMS Calc. for C102H151N4O6[M+H]+:1528.1634, found: 1528.1644.
  • 81
  • [ 2104-19-0 ]
  • [ 5981-09-9 ]
  • C48H66N4O9 [ No CAS ]
  • 82
  • [ 17746-05-3 ]
  • [ 5981-09-9 ]
  • C51H78N4O3 [ No CAS ]
  • 83
  • [ 5981-09-9 ]
  • [ 141-75-3 ]
  • C30H36N4O3*0.5C4H8O [ No CAS ]
  • 84
  • [ 5981-09-9 ]
  • C14H27NO3 [ No CAS ]
  • C57H87N7O6 [ No CAS ]
  • 85
  • [ 5981-09-9 ]
  • [ 83871-09-4 ]
  • C57H87N7O6 [ No CAS ]
  • 86
  • [ 100-01-6 ]
  • [ 350-46-9 ]
  • [ 5981-09-9 ]
  • 87
  • [ 104-92-7 ]
  • [ 5981-09-9 ]
  • [ 220865-73-6 ]
  • 88
  • [ 100-01-6 ]
  • [ 5981-09-9 ]
  • 89
  • [ 5981-09-9 ]
  • [ 586-78-7 ]
  • N1-(4-aminophenyl)-N4,N4-bis(4-((4-aminophenyl)amino)phenyl)benzene-1,4-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
54% In a dried schlenk flask (25 mL in volume) equipped with a stirring bar were placed with 78 1-bromo-4-nitrobenzene (176.8 mg, 0.875 mmol, 3.5 eq.), 79 Pd2(dba)3 (11.5 mg, 0.0125 mmol, 5 mol %), XPhos (14.3 mg, 0.03 mmol, 12 mol %), 80 K2CO3 (207.3 mg, 1.5 mmol, 6.0 eq.) and tris(4-aminophenyl)amine, (0.25 mmol, 72.6mg, 1.0 eq.) After evacuation and refill with dry nitrogen for three times. 81 iPrOH (3.0 mL) was added with syringes under a stream of nitrogen. The resulting mixture was allowed to stir at 110C for 24 h. Then, 82 B2pin2 (2.0 mmol, 8.0 eq.) and 83 KOt-Bu (1.0 mmol, 4.0 eq.) were added and the mixture was then stirred in the preheated oil bath at 110C for 5h. Purification by flash chromatography on silica gel using 84 ethyl acetate. 85 7 g was obtained as black solid (76.1mg, isolated yield 54%); Melting point (C): 122.8-123.8; 1H NMR (400 MHz, DMSO-d6) delta 7.26 (s, 3H), 6.74 (m, 18H), 6.51 (d, J=8.4Hz, 6H), 4.67 (s, 6H); 13C NMR (101 MHz, DMSO-d6) delta 148.35, 146.38, 144.55, 137.92, 129.31, 126.58, 120.49, 120.04; HRMS (ESI) m/z calcd for C36H34N7+ (M+H)+ 564.28702, found 564.28754; IR (cm-1): 3367, 2360, 2342, 1496, 1260, 816.
  • 90
  • [ 5981-09-9 ]
  • [ 911649-50-8 ]
  • C57H66N4O3S6 [ No CAS ]
  • 91
  • [ 5981-09-9 ]
  • 6C45H30N10*12Ag(1+)*2BF4(1-)*10C2F6NO4S2(1-) [ No CAS ]
  • 92
  • [ 5981-09-9 ]
  • 6C45H30N10*12Ag(1+)*2F6P(1-)*10C2F6NO4S2(1-) [ No CAS ]
  • 93
  • [ 5981-09-9 ]
  • 6C45H30N10*12Ag(1+)*2O4Re(1-)*10C2F6NO4S2(1-) [ No CAS ]
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