成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart 0 Sign in  

[ CAS No. 90-30-2 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 90-30-2
Chemical Structure| 90-30-2
Structure of 90-30-2 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 90-30-2 ]

Related Doc. of [ 90-30-2 ]

Alternatived Products of [ 90-30-2 ]
Product Citations

Product Details of [ 90-30-2 ]

CAS No. :90-30-2 MDL No. :MFCD00003878
Formula : C16H13N Boiling Point : -
Linear Structure Formula :- InChI Key :XQVWYOYUZDUNRW-UHFFFAOYSA-N
M.W : 219.28 Pubchem ID :7013
Synonyms :
Chemical Name :N-Phenyl-1-naphthylamine

Calculated chemistry of [ 90-30-2 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 17
Num. arom. heavy atoms : 16
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 0.0
Num. H-bond donors : 1.0
Molar Refractivity : 73.49
TPSA : 12.03 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : Yes
CYP2C9 inhibitor : Yes
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -4.66 cm/s

Lipophilicity

Log Po/w (iLOGP) : 2.61
Log Po/w (XLOGP3) : 4.2
Log Po/w (WLOGP) : 4.58
Log Po/w (MLOGP) : 4.19
Log Po/w (SILICOS-IT) : 3.8
Consensus Log Po/w : 3.88

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -4.41
Solubility : 0.00853 mg/ml ; 0.0000389 mol/l
Class : Moderately soluble
Log S (Ali) : -4.16
Solubility : 0.0151 mg/ml ; 0.0000688 mol/l
Class : Moderately soluble
Log S (SILICOS-IT) : -6.65
Solubility : 0.0000493 mg/ml ; 0.000000225 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.82

Safety of [ 90-30-2 ]

Signal Word:Danger Class:9
Precautionary Statements:P260-P264-P270-P272-P273-P280-P301+P312+P330-P302+P352-P314-P333+P313-P391-P501 UN#:3077
Hazard Statements:H302-H317-H372-H410 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 90-30-2 ]

* 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 [ 90-30-2 ]

[ 90-30-2 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 82-76-8 ]
  • [ 90-30-2 ]
  • 2
  • [ 696-62-8 ]
  • [ 90-30-2 ]
  • [ 4316-51-2 ]
  • 3
  • [ 4805-22-5 ]
  • [ 90-30-2 ]
  • N,N'-diphenyl-N,N'-bis(1-naphthyl)-5,5'-diamino-2,2'-bithiophene [ No CAS ]
  • 4
  • [ 90-30-2 ]
  • [ 57103-20-5 ]
  • N<SUP>3</SUP>,N<SUP>6</SUP>-di(naphthalene-1-yl)-N<SUB>3</SUB>,N<SUP>6</SUP>,9-triphenyl-9H-carbazole-3,6-diamine [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With tri-tert-butyl phosphine; palladium diacetate; sodium t-butanolate; In tetrahydrofuran; toluene; at 100℃; for 36h; Procedure for Synthesis of Compounds 7c. A mixture of3,6-dibromo-9H-carbazole 4 (1.0 g, 2.5 mmol), N-phenyl-naphthalen-1-amine 5 (1.6 g, 7.3 mmol), Pd(OAc)2(0.15 g, 0.67 mmol), t-Bu3P 50percent in toluene (0.5 mL,2.2 mmol), and NaOtBu 2 M in THF (5.0 mL, 47.4 mmol)in 100 mL of dry toluene was stirred at 100C for 36 h. After completion of the reaction, the mixture was extractedwith dichloromethane. The organic layer was separated,dried over magnesium sulfate, ltered, and evaporated. Theresidue was puried by silica gel column chromatographyusing n-hexane: dichloromethane as the eluent to givedesigned compounds 7c.N3,N6-di(naphthalene-1-yl)-N3,N6,9-triphenyl-9H-carba-zole-3,6-diamine (7c). Yield: 78percent; yellow solid; 1H NMR(500 MHz, CDCl3) delta8.08?8.06 (d, J = 8.0Hz, 2H),7.89?7.88 (d, J = 8.0Hz, 2H), 7.8 (s, 2H), 7.74?7.73 (d,J = 8.0Hz, 2H), 7.60?7.55 (q, J1 = 7.5Hz, J2 = 15.0Hz,4H), 7.47?7.44 (m, 5H), 7.37?7.34 (q, J1 = 7.5Hz,J2 = 15.0 Hz, 4H), 7.31?7.25 (m, 4H), 7.16?7.13 (t,J = 8Hz, 4H), 6.89?6.84 (q, J1 = 8.0Hz, J2 = 15.0Hz, 6H);13C NMR (125 MHz, CDCl3) delta183.6, 179.2, 171.3, 168.4,160.1, 159.7, 141.5, 135.3, 129.0, 128.4, 128.2, 127.5,127.2, 126.8, 126.0, 125.0, 124.6, 120.5, 119.7, 110.7; GC-MS: 668.23 for C50H35N3 [M + H+].
  • 5
  • [ 92-86-4 ]
  • [ 90-30-2 ]
  • [ 352359-42-3 ]
YieldReaction ConditionsOperation in experiment
76% With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h; To a round bottom flask Sub 1-1 (6.2g, 20mmol), Sub 1-2 (1) (4.4g, 20mmol), Pd2 (dba) 3 (0.9g, 1mmol), PPh3 (0.5g, 2mmol), NaOt -Bu (5.8g, 60mmol), were added to toluene (210mL), respectively, and refluxed under stirring for 24 hours at 100C. The organic layer was dried over MgSO4, and extracted with water and ether and recrystallized silicagel column and the resulting organics concentrated to one after the Sub 1 (1), 6.8g (Yield: 76%) was obtained.
70% With sodium t-butanolate;1,1'-bis(diphenylphosphino)ferrocene; palladium diacetate; In toluene; at 90℃; for 15h;Inert atmosphere; Synthesis of 4-bromo-4'-(naphthylphenylamino)biphenyl (2N); A mixture of 4,4'-dibromobiphenyl (8.46 g=27.4 mmol), Pd(OAc)2 (105 mg=0.18 mmol), dppf (253 mg=0.46 mmol), N-(1-naphthyl)aniline (2.0 g=9.13 mmol) and sodium t-butoxide (1.32 g=13.7 mmol) in dry toluene was placed in a three-necked flask under a nitrogen atmosphere and stirred at 90 C. for 15 h. After cooling, the reaction was quenched by adding water and then extracted by ethyl acetate. The organic layer was dried over anhydrous MgSO4 and evaporated under vacuum. The products were purified by a silica gel column eluted with hexane. White solid of compound 2N was obtained in 70% yield (2.86 g=6.37 mmol).The spectroscopic data of compound 2N were as follows: 1H NMR (CDCl3): δ 7.95 (d, 1H, J=7.9 Hz), 7.90 (d, 1H, J=7.9 Hz), 7.79 (d, 1H, J=8.2 Hz), 7.44-7.52 (m, 4H), 7.35-7.41 (m, 6H), 7.20-7.24 (m, 2H), 7.03-7.11 (m, 4H) and 6.97 (t, 1H, J=7.3 Hz); 13C NMR (CDCl3): δ 148.1, 147.9, 143.1, 139.5, 135.2, 132.5, 131.7, 131.2, 129.1, 128.4, 128.0, 127.4, 127.2, 126.6, 126.4, 126.3, 126.1, 124.1, 122.3, 122.1, 121.3 and 120.6; HRMS (m/z): 449.0783 (M+) (calculated value: 449.0779).
62% With sodium t-butanolate;Pd(dppf)Cl2; In ethyl acetate; toluene; Example 1.1.4 N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine (4): A mixture of N-phenylnaphthalen-1-amine (4.41 g, 20 mmol), 4,4'-dibromo-1,1'-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2SO4, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).
62% With sodium t-butanolate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In toluene; at 80℃; for 10h; Example 1.2 Example 1.2.1 N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine CO: A mixture of N-phenylnaphthalen-1-amine (4.41 g, 20 mmol), 4,4'-dibromo-1,1'-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2SO4, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).
62% With sodium t-butanolate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In toluene; at 80℃; for 10h; [0045] N-(4'-bromo-[l,l'-biphenyl]-4-yl)-N-phenylnaphthalen-l-amine (4): A mixture of N-phenylnaphthalen-1 -amine (4.41g, 20 mmol), 4,4'-dibromo- 1,1 '-biphenyl (15g, 48 mmol), sodium tert-butoxide (4.8g, 50 mmol) and Pd(dppf)Cl2 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80 C for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 min, then washed with brine (100 ml). The organic is collected and dried over Na2S04, loaded on silica gel, and purified by flash column (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58g, in 62% yield).
62% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h; A mixture of N-phenylnaphthalen-i -amine (4.41 g,20 mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodium tert-butoxide (4.8 g, 50 mmol) and Pd(dppf)C12 (0.44 g, 0.6 mmol) in anhydrous toluene (100 ml) was degassed and heated at 80C. for 10 hours. After cooling to RT, the mixture was poured into dichloromethane (400 ml) and stirred for 30 mm, then washed with brine (100 ml). The organic is collected and dried over Na2 SO4, loaded on silica gel, and purified by flash colunm (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to give a white solid 4 (5.58 g, in 62% yield).
62% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h;Inert atmosphere; A mixture of N-phenylnaphthalen- i-amine (4.41 g, 20 mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodium tert-butoxide (NaOl3ut) (4.8 g, 50 mmol) and Pd(dppf)C12 (0.44 g, 0.6 mmol) in anhydrous toluene (100 mE) was degassed and heated at 800 C. for about 10 hours. After cooling to RT, the mixture was poured into dichioromethane(400 mE) and stirred for about 30 mm., then washed withbrine (100 mE). The organic solution was collected and dried over Na2SO4, loaded on silica gel, and purified by flash colunm (hexanes to hexanes/ethyl acetate 90:1) to give a solid which was washed with methanol and dried under air to givea white solid Compound 4 (5.58 g, in 62% yield).
62% With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate; In toluene; at 80℃; for 10h;Inert atmosphere; A mixture of N-phenylnaphthalen-i -amine (4.41 g, 20mmol), 4,4’-dibromo-i,i’-biphenyl (15 g, 48 mmol), sodiumtert-butoxide (4.8 g, 50 mmol) and Pd(dppf)C2 (0.44 g, 0.6mmol) in anhydrous toluene (100 ml) was degassed andheated at about 800 C. for about 10 hours. After cooling toRT, the mixture was poured into dichloromethane (400 ml)and stirred for about 30 mm, then washed with brine (100ml). The organic was collected and dried over Na2SO4,loaded on silica gel, and purified by flash column (hexanesto hexanes/ethyl acetate 90:1) to give a solid which waswashed with methanol and dried under air to give a whitesolid (Compound 5) (5.58 g, in 62% yield).

  • 6
  • [ 90-30-2 ]
  • [ 4181-20-8 ]
  • [ 185690-39-5 ]
YieldReaction ConditionsOperation in experiment
60% With copper; potassium carbonate; In decalin; at 220℃; for 24h; Compound 5; 4,4',4-tris[(1-naphtyl)phenylamino]tripnenylamine; 28.7 g (0.046 moles) of 4,4',4-triiodotriphenylamine, 50.4 g (0.23 moles) of N-(1-naphtyl)aniline, 44.2 g (0.32 moles) of anhydrous potassium carbonate, 4.32 g (0.068 moles) of copper powders and 50 ml of decalin were added to a reaction container of 200 ml, and the mixture was heated in an oil bath at 220° C. for 24 hours in an argon atmosphere. After completion of the reaction, 200 ml of toluene was added to the reaction product, followed by filtering to remove the insoluble. The filtrate was washed with water, and dried on sodium sulfate. After drying, the solvent was evaporated from the filtrate, and the residue was purified four times on a column chromatography using silica gel as a carrier and a mixture of n-hexane and toluene as a developing solvent. The recrystallization process was repeated using a mixture of n-hexane and toluene and ethyl acetate, followed by vacuum drying. 24.7 g (yield: 60.0percent) of 4,4',4-tris[(1-naphtyl)phenylamino]tripnenylamine was obtained. The resulting product was further purified by sublimation to obtain a high purity 4,4',4-tris[(1-naphtyl)phenylamino]tripnenylamine (yield of sublimation purification: 70.0percent).
  • 7
  • triphenylphosphine palladium (II) chloride [ No CAS ]
  • [ 92-86-4 ]
  • [ 90-30-2 ]
  • [ 352359-42-3 ]
YieldReaction ConditionsOperation in experiment
In 5,5-dimethyl-1,3-cyclohexadiene; water; toluene; Under the argon gas current, 6.8 g of N-phenyl-1-naphthylamine (manufactured by Tokyo Kasei Kogyo Co., Ltd.), 9.7 g of 4,4'-dibromobiphenyl (manufactured by Tokyo Kasei Co., Ltd.), 3 g of sodium-t-butoxide (manufactured by Hiroshima-Wako Co., Ltd.), 0.5 g of triphenylphosphine palladium (II) chloride (manufactured by Tokyo Kasei Kogyo Co., Ltd.) and 500 ml of xylene were placed, and then they were reacted at 130 C. for 24 hours. After cooled it down, 1000 ml of water was added, followed by filtration of the mixture by using Celite. Then the solution obtained by the filtration was extracted by toluene, followed by drying it with the use of magnesium sulfate anhydride. After concentrating it under reduced pressure, the crude product was refined by column refining and the obtained was recrystallized by using toluene. It was separated by filtration and dried, then 4.1 g of 4'-bromo-N-phenyl-N-1-naphthyl-4-amino-1,1'-biphenyl (Intermediate 3, which will be illustrated later) was obtained.
  • 8
  • [ 62-53-3 ]
  • [ 104190-22-9 ]
  • [ 90-30-2 ]
  • 9
  • [ 352359-42-3 ]
  • [ 90-30-2 ]
  • 4,4'-bis[N-(1-naphthyl)-N-phenylamino] biphenyl [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h; <strong>[352359-42-3]N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine</strong> (10.8g, 24mmol) was dissolved in toluene, N-phenylnaphthalen-1-amine (4.4 g, 20mmol), Pd2(dba)3 (0.05 equiv), PPh3 (0.1 equiv.), were added to each of NaOt-Bu (3 eq.), stirred and refluxed for 24 hours at 100 C. After the reaction was terminated and the resulting organic material was extracted and the organic layer was dried over MgSO4 and concentrated in ether and water silicagel column and the final compound was recrystallized 11.4g (yield: 81%) was obtained.
81% With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h; <strong>[352359-42-3]N-(4'-bromo-[1,1'-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine</strong> (10.8g, 24mmol) was dissolved in toluene, N-phenylnaphthalen-1-amine (4.4g,20mmol), Pd2 (dba) 3 (0.05 eq.), PPh3 (0.1 eq.) and NaOt-Bu (3 eq.) were added, stirred at 100 degree C and refluxed for 24 hours. After completion of the reaction, the organic layer was extracted with water and ether, and the resulting compound was purified by silica gel column, then concentrated, dried over MgSO4 and recrystallized to give the final compound 11.4g (yield: 81%).
81% With tris-(dibenzylideneacetone)dipalladium(0); triphenylphosphine; sodium t-butanolate; In toluene; at 100℃; for 24h; N-(4′-bromo-[1,1′-biphenyl]-4-yl)-N-phenylnaphthalen-1-amine (10.8 g, 24 mmol) was dissolved in toluene and, N-phenylnaphthalen-1-amine (4.4 g, 20 mmol), Pd2(dba)3 (0.05 eq.), PPh3 (0.1 eq.), NaOt-Bu (3 eq.) were added and refluxed with stirring at 100 C. for 24 hours. When the reaction was completed, the reaction mixture was extracted with ether and water. The organic layer was dried over MgSO4 and concentrated. The resulting compound was separated by silicagel column chromatography and recrystallized to obtain 11.4 g (yield: 81%) of the product.
  • 10
  • [ 90-30-2 ]
  • [ 105946-82-5 ]
  • [ 352359-42-3 ]
YieldReaction ConditionsOperation in experiment
66% With copper; potassium carbonate; sodium sulfate; In nitrobenzene; The starting material, N-phenylnaphthalen-1-amine (65.8g, 300mmol) in 4-bromo-4'-iodo-1,1'-biphenyl (129.2g, 360mmol), Na2SO4 (42.6g, 300mmol), K2CO3 (41.4 g, 300mmol), Cu (5.72g, 90mmol), to the use of the nitrobenzene product synthesis example 89.2g (yield 66% was obtained).
66% With copper; potassium carbonate; sodium sulfate; In nitrobenzene; at 200℃; Starting material, N-phenylnaphthalen-1-amine (65.8 g, 300 mmol), 4-bromo-4'-iodo-1,1'-biphenyl (129.2 g, 360mmol), Na2SO4 (42.6 g, 300 mmol), K2CO3 (41.4 g, 300 mmol), Cu (5.72 g, 90 mmol), nitrobenzene was obtained using the synthesis method of Sub 1-1 of Example 2 above to obtain 89.2 g of product (yield: 66%).
Recommend Products
Same Skeleton Products

Technical Information

Historical Records
; ;