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[ CAS No. 5060-65-1 ] {[proInfo.proName]}

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3d Animation Molecule Structure of 5060-65-1
Chemical Structure| 5060-65-1
Chemical Structure| 5060-65-1
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Product Details of [ 5060-65-1 ]

CAS No. :5060-65-1 MDL No. :MFCD00462585
Formula : C12H8O2 Boiling Point : -
Linear Structure Formula :- InChI Key :IQDQMRZGMILNMQ-UHFFFAOYSA-N
M.W : 184.19 Pubchem ID :816772
Synonyms :

Calculated chemistry of [ 5060-65-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 14
Num. arom. heavy atoms : 10
Fraction Csp3 : 0.0
Num. rotatable bonds : 2
Num. H-bond acceptors : 2.0
Num. H-bond donors : 0.0
Molar Refractivity : 54.72
TPSA : 34.14 Ų

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.33 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.51
Log Po/w (XLOGP3) : 1.54
Log Po/w (WLOGP) : 2.46
Log Po/w (MLOGP) : 1.76
Log Po/w (SILICOS-IT) : 3.28
Consensus Log Po/w : 2.11

Druglikeness

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

Water Solubility

Log S (ESOL) : -2.35
Solubility : 0.825 mg/ml ; 0.00448 mol/l
Class : Soluble
Log S (Ali) : -1.87
Solubility : 2.51 mg/ml ; 0.0136 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -3.97
Solubility : 0.0197 mg/ml ; 0.000107 mol/l
Class : Soluble

Medicinal Chemistry

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

Safety of [ 5060-65-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 5060-65-1 ]

* 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 [ 5060-65-1 ]

[ 5060-65-1 ] Synthesis Path-Downstream   1~56

  • 2
  • [ 5060-65-1 ]
  • [ 25075-81-4 ]
  • <2(4)>(2,6)-Naphthalenophantetraen [ No CAS ]
  • 5
  • [ 95-21-6 ]
  • [ 5060-65-1 ]
  • [ 75220-93-8 ]
YieldReaction ConditionsOperation in experiment
89% With potassium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature;
  • 6
  • [ 120-75-2 ]
  • [ 5060-65-1 ]
  • [ 74862-11-6 ]
YieldReaction ConditionsOperation in experiment
56% With potassium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature;
  • 7
  • [ 3969-09-3 ]
  • [ 5060-65-1 ]
  • [ 74862-10-5 ]
YieldReaction ConditionsOperation in experiment
31% With potassium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature;
  • 8
  • [ 5060-65-1 ]
  • [ 111-40-0 ]
  • 2,5,8,19,22,25-hexaaza<9,9>(2,6)naphthalenophane-1,8,18,25-tetraene [ No CAS ]
YieldReaction ConditionsOperation in experiment
82% In acetonitrile for 36h; Ambient temperature;
  • 10
  • [ 5060-65-1 ]
  • [ 20686-66-2 ]
  • [ 74872-70-1 ]
YieldReaction ConditionsOperation in experiment
85% With potassium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature;
  • 11
  • [ 5060-65-1 ]
  • [ 85-15-4 ]
  • [ 74862-09-2 ]
YieldReaction ConditionsOperation in experiment
74% With potassium hydroxide In N,N-dimethyl-formamide for 1h; Ambient temperature;
  • 12
  • [ 5060-65-1 ]
  • [ 139693-30-4 ]
  • [1-(3,5-Di-tert-butyl-phenyl)-meth-(Z)-ylidene]-[6-([1-(3,5-di-tert-butyl-phenyl)-meth-(Z)-ylidene]-amino}-methyl)-naphthalen-2-ylmethyl]-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
In toluene for 10h; Heating;
  • 13
  • [ 5060-65-1 ]
  • [ 153277-56-6 ]
  • [ 220273-43-8 ]
YieldReaction ConditionsOperation in experiment
In tetrahydrofuran at -78℃; Yield given;
YieldReaction ConditionsOperation in experiment
/BRN= 387156/;
  • 15
  • [ 840-65-3 ]
  • [ 5060-65-1 ]
  • [ 7567-87-5 ]
  • [ 55343-77-6 ]
  • [ 157383-08-9 ]
YieldReaction ConditionsOperation in experiment
With sodium bis(2-methoxyethoxy)aluminium dihydride; N-methylaniline In tetrahydrofuran at 5℃;
  • 16
  • [ 558-13-4 ]
  • [ 5060-65-1 ]
  • [ 610283-01-7 ]
YieldReaction ConditionsOperation in experiment
58% With triphenylphosphine In dichloromethane at 20℃; for 1h;
  • 17
  • [ 5859-93-8 ]
  • [ 5060-65-1 ]
YieldReaction ConditionsOperation in experiment
79% With pyridinium chlorochromate In dichloromethane at 49.84℃; for 4h; Inert atmosphere;
58% With pyridinium chlorochromate In dichloromethane at 20℃;
54% With C11H17N2O2; potassium <i>tert</i>-butylate; copper(ll) bromide In water; acetonitrile at 20℃;
50% With pyridinium chlorochromate In dichloromethane at 49.84℃; for 4h; Inert atmosphere;
With pyridinium chlorochromate

  • 18
  • [ 110-91-8 ]
  • [ 5060-65-1 ]
  • 2,6-bis(dimorpholinomethyl)naphthalene [ No CAS ]
YieldReaction ConditionsOperation in experiment
69% at 20℃; for 12h;
  • 19
  • [ 5060-65-1 ]
  • C20H24N2O2(2+)*2Cl(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 69 percent / 12 h / 20 °C 2: acetyl chloride / diethyl ether / 12 h / 20 °C
  • 20
  • [ 1141-38-4 ]
  • [ 5060-65-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 84 percent / DIBAL / toluene / 0 °C 2: 58 percent / PCC / CH2Cl2 / 20 °C
Multi-step reaction with 2 steps 1: lithium aluminium tetrahydride 2: pyridinium chlorochromate
  • 21
  • [ 5060-65-1 ]
  • (3,5-Di-tert-butyl-benzyl)-{6-[(3,5-di-tert-butyl-benzylamino)-methyl]-naphthalen-2-ylmethyl}-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: toluene / 10 h / Heating 2: NaBH4 / methanol / 8 h / Heating
  • 22
  • [ 5060-65-1 ]
  • 2,5,8,19,22,25-hexaaza<9,9>(2,6)naphthalenophane [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 82 percent / acetonitrile / 36 h / Ambient temperature 2: NaBH4 / methanol / 0.75 h / Heating
  • 23
  • [ 5060-65-1 ]
  • 3,4-diaminobenzamidine monohydrochloride [ No CAS ]
  • C26H20N8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With p-benzoquinone In ethanol; water for 12h; 1 The above dialdehyde (0. 184 g, 0. 001 MOLE), 4-amidino1, 2-PHENYLENEDIAMINE HYDROCHLORIDE HEMIHYDRATE (0. 39 g, 0. 002 mole) and 0. 216 G (0. 002 mole) 1, 4-BENZOQUINONE in ethanol was REFLUXED for 12 H and after standard work-up was converted to its HYDROCHLORIDE SALT, 0. 43 G (70%) ; M. P. >300°C ; 1H-NMR (DMSO-D6) : 8. 87 (S, 2H), 8. 42 (D, 2H, J=8. 4HZ), 8. 28 (D, 2H, J=8. 4HZ), 8. 23 (S, 2H), 7. 86 (D, 2H, J=8. 4HZ), 7. 74 (D, 2H, J=8. 4HZ) ; FAB MS : m/e 445(M++1); 13CNMR(DMSO-d6) : 166. 7, 145. 2, 141. 2, 138. 4, 134. 3, 130. 6, 127. 9, 127. 1, 125. 5, 123. 6, 122. 9, 116. 5, 115. 8 ; ANAL. CALC. for C26H20N8.4HCl.1.5H2O. C, 52. 89 ; H, 4. 40 : N, 18. 98. Found : C, 52. 51 ; H, 4. 53 ; N, 18. 86.
  • 24
  • [ 31656-49-2 ]
  • [ 5060-65-1 ]
YieldReaction ConditionsOperation in experiment
72.3% To A stirred solution of 3. 5 G (0. 02 mole) of 2, 6- DICYANONAPHTHALENE in 75 ML CH2Cl2 under N2 was added DIBAL (4. 26 g, 30 ML, 1 M solution in CYCLOHEXANE) in 10 min., after 15 min. stirring, it was heated at 45C for 45 min. The cooled reaction mixture (ice-bath) was decomposed with 2N H2S04 (50 ML) while stirring continued for 1 H, CH2Cl2 layer was separated, washed with water, NAHCOS, water and dried over NA2S04 and filtered and cone. in vac. triturated with hexane and filtered and dried to yield 2. 66 G (72. 3%) pale crystalline solid, M. P. 173-4C ; H-NMR (DMSO-D6) : 10. 18 (S, 1H), 10. 17 (S, 1H), 8. 57 (S, 2H), 8. 23 (D, 2H, J=8. 4HZ), 7. 96 (D, 2H, J=8. 4HZ) ; 13CNMR (DMSO-D6) : 192. 5, 135. 6, 134. 9, 133. 0, 130. 2, 123. 4 ; MS : M/E 184(M+).
  • 25
  • β-cycloperanyltriphenylphosphonium bromide [ No CAS ]
  • hexane-gave [ No CAS ]
  • [ 5060-65-1 ]
  • [ 7732-18-5 ]
  • (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
1.89 g (42%) With potassium <i>tert</i>-butylate; acetic acid In tetrahydrofuran; hexane; ethyl acetate; <i>tert</i>-butyl alcohol 1 Preparation of (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde EXAMPLE 1 Preparation of (E)-6-[2-(2,6,6-trimethyl-1-cyclohexen-1-yl)ethenyl]-2-naphthaldehyde A mixture of 2.74 g (14.7 mmol) of 2,6-naphthalenedicarboxaldehyde and 7.00 g (14.6 mmol) of β-cycloperanyltriphenylphosphonium bromide in 40 mL of dry THF and 5.5 mL of dry t-BuOH was stirred and cooled in a -20° C. bath. Then 1.65 g (14.7 mmol) of t-BuOK in 18 mL of t-BuOH was added over a period of 4 min. The resultant tannish orange mixture was stirred at ambient temperature for 21 h and then diluted with 200 mL of hexane and 100 mL of H2 O containing 2 drops of HOAc. The aqueous layer was extracted with 100 mL of hexane. The organic extracts were washed with two 50-mL portions of H2 O and brine, dried (MgSO4), and concentrated at reduced pressure to a yellow oil and solid which--after extraction with 100-mL portions of hexane and 5% EtOAc/hexane--gave 5.7 g of yellow oil and some solid. This material was chromatographed on 300 g of silica gel. Elution with 600 mL of hexane followed by 5% EtOAc/hexane gave two fractions of 1.7 g and 1.4 g. The first fraction was rechromatographed on 100 g of silica gel eluted in the same manner to afford 0.7 g of yellow oil, which was combined with the second fraction. These combined fractions were purified by preparative LC with 3% EtOAc/hexane to give 1.89 g (42%) of viscous yellow oil, which solidified on cooling, mp 35°-37° C.
  • 26
  • [ 5060-65-1 ]
  • N,N-dibutyl-4-iodobenzamide [ No CAS ]
  • C42H54N2O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: N,N-dibutyl-4-iodobenzamide With cyclopentylmagnesium bromide In tetrahydrofuran at 0℃; Stage #2: 2,6-naphthalenedicarbaldehyde In tetrahydrofuran at 0 - 20℃;
  • 27
  • [ 1129492-00-7 ]
  • [ 24424-99-5 ]
  • [ 5060-65-1 ]
  • [ 1129492-03-0 ]
YieldReaction ConditionsOperation in experiment
378 mg Stage #1: N-(3-tert-butoxycarbonylaminopropyl)-N,N-bis(2-aminoethyl)amine; 2,6-naphthalenedicarbaldehyde In acetonitrile at 20℃; for 120h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 20℃; for 2h; Stage #3: di-<i>tert</i>-butyl dicarbonate With dmap at 20℃; for 18h;
  • 28
  • [ 1129492-00-7 ]
  • [ 5060-65-1 ]
  • [ 1129492-02-9 ]
YieldReaction ConditionsOperation in experiment
In acetonitrile at 20℃; for 120h; Inert atmosphere;
  • 29
  • [ 1129492-00-7 ]
  • [ 5060-65-1 ]
  • C48H72N8O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Stage #1: N-(3-tert-butoxycarbonylaminopropyl)-N,N-bis(2-aminoethyl)amine; 2,6-naphthalenedicarbaldehyde In acetonitrile at 20℃; for 120h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 20℃; for 2h;
  • 30
  • [ 1129492-01-8 ]
  • [ 5060-65-1 ]
  • C76H76N8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In dichloromethane; acetonitrile at 20℃; for 4h; Inert atmosphere;
  • 31
  • [ 1129492-01-8 ]
  • [ 5060-65-1 ]
  • [ 1129492-06-3 ]
YieldReaction ConditionsOperation in experiment
177 mg Stage #1: N,N-bis(2-aminoethyl)-N'-[4-(1-pyrenyl)butyl]ethylenediamine; 2,6-naphthalenedicarbaldehyde In dichloromethane; acetonitrile at 20℃; for 4h; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol; dichloromethane at 20℃; for 3h;
  • 32
  • [ 5060-65-1 ]
  • [ 127828-22-2 ]
  • [ 1072434-50-4 ]
  • 33
  • pentacarbonyl((ethoxy)(methyl)carbene)chromium(0) [ No CAS ]
  • [ 5060-65-1 ]
  • C30H20Cr2O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
26% With chloro-trimethyl-silane; triethylamine In diethyl ether at 20℃; for 24h; Inert atmosphere;
  • 35
  • [ 5060-65-1 ]
  • 2Zn(2+)*C48H60N8*4NO3(1-)*4H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: dichloromethane; methanol / 34 h / 20 °C 2: sodium tetrahydroborate / 12 h / 49.84 °C 3: ethanol / 0.33 h / 20 °C
  • 36
  • [ 5060-65-1 ]
  • C48H60N8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: dichloromethane; methanol / 34 h / 20 °C 2: sodium tetrahydroborate / 12 h / 49.84 °C
  • 37
  • [ 4097-89-6 ]
  • [ 5060-65-1 ]
  • C48H48N8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; dichloromethane at 20℃; for 34h;
  • 38
  • [ 5060-65-1 ]
  • [ 124-40-3 ]
  • [ 72461-76-8 ]
YieldReaction ConditionsOperation in experiment
Stage #1: 2,6-naphthalenedicarbaldehyde; dimethyl amine In methanol; water Stage #2: With platinum(IV) oxide; hydrogen In methanol; water 4.14. 1,1'-(Naphthalene-2,6-diyl)-bis-(N,N,N-trimethylmethanaminium)diiodide 16 Dialdehyde 15 (27 mg, 0.15 mmol) and 40% aqueous dimethylamine (1 mL) were dissolved in absolute methanol (5 mL) ina round-bottomed flask. The in situ formed Schiff base underwentreductive amination under a hydrogen atmosphere (baloon, 1 atm)and PtO2 catalyst (5 mg, 0.02 mmol) with vigorous stirring overnight.The mixture was filtered and the solvent was removed onrotary evaporator to afford the dimethylamino intermediate product(31 mg, 0.13 mmol) in the form of a white film on the walls ofthe flask.
  • 39
  • [ 13720-06-4 ]
  • [ 68-12-2 ]
  • [ 5060-65-1 ]
YieldReaction ConditionsOperation in experiment
62% Eggplant flask of 100ml, the compound C1 1.0g (3.5mmol), was cooled dehydrated tetrahydrofuran 20ml were charged, to -78 under a stream of nitrogen. Then, a 1.6M tetrahydrofuran solution of n- butyl lithium was slowly added dropwise 11 ml, under a nitrogen stream, stirring was carried out for 2 hours at -78 C.. Next, dehydrated N, was added dropwise N- dimethylformamide 1.4ml slowly, under a nitrogen stream, stirring was carried out for 30 minutes at -78 C.. Then, slowly heated to room temperature, 10ml of water and 2M hydrochloric acid solution 4.5ml added, was recovered white precipitate. The resulting precipitate was purified by distributing washed with diethyl ether, the compound C2 as a white solid 0.4g (62% yield).
15% The bis-Grignard reagentwas prepared by adding the solution of<strong>[13720-06-4]2,6-dibromonaphthalene</strong> (290 mg, 1 mmol) in dry THF (3 mL) tomagnesium (97 mg, 4 mmol) in refluxing THF (dry, 7 mL). The reactionmixturewas then cooled to RT and dry DMF (1 mL, 13 mmol)was added dropwise. After the resulting mixture was stirred 2 h atrt and 1 h at reflux, 1M HCl (15 mL) was slowly added, and stirringwas continued overnight to completely convert the bis-Schiff baseinto the dialdehyde. The solvent was removed on a rotary evaporator,and the crude product was subjected to column chromatographyon silica gel using CH2Cl2/hexane (1:1) as eluent to afford thedialdehyde product 15 (27 mg, 15%) in the form of an off-whitesolid; Mp170e172 C [lit. 173.4e174.0 C];17 nmax (KBr/cm1)3448 (w), 2840 (m), 1687 (vs), 1333 (m), 1227 (m), 1111 (m); dH(300 MHz, CDCl3) 10.22 (s, 2H), 8.40 (s, 2H), 8.15e8.03 (m, 4H); dC(75 MHz, CDCl3) 191.6 (d), 136.1 (s), 135.6 (s), 133.5 (d), 130.5 (d),124.0 (d).
  • 40
  • [ 5060-65-1 ]
  • [ 3213-79-4 ]
  • C28H28N4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With acetic anhydride; In methanol; at 20℃; for 2h;Inert atmosphere; Eggplant flask 20 ml, the compound C1 0.1g (0.6mmol), methanol - Le a 5ml charged, under nitrogen flow, and stirred at room temperature for 30 minutes. Then, by adding acetic anhydride 1.5 ml, under a nitrogen stream, the mixture was stirred at room temperature for 2 hours. After completion of the reaction, The reaction solution was poured into water 50 ml, was collected white precipitate. The resulting precipitate was dispersed in methanol, under a nitrogen stream and purified by stirring at -80 C., a white solid A8 was obtained 0.2 g (78% yield).
  • 41
  • [ 1953-54-4 ]
  • [ 5060-65-1 ]
  • 2,6-bis(di(5-hydroxy-1H-indol-3-yl)methyl)naphthalene [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% With iodine In acetonitrile at 20℃; for 1h; General method for synthesis of Tetraindoles General procedure: A round-bottomed flask (10 mL) was charged with dialdehyde (1.0 mmol),5-hydroxyindole (0.53 g, 4 mmol), and iodine (0.05 g, 0.2 mmol) in MeCN (5 mL).This mixture was then stirred at room temperature for 0.5 to 8 h. The reactionmixture was treated with aqueous Na2S2O3, andthe solution was extracted with ethyl acetate (3 × 20 mL). The combined organiclayers were dried over MgSO4 and filtered. The solvent wasremoved under reduced pressure, and the residue was subjected to columnchromatography (ethyl acetate/hexane, 1/1), followed by recrystallization
  • 42
  • [ 5060-65-1 ]
  • [ 97815-03-7 ]
  • C26H16Br2F2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium <i>tert</i>-butylate In ethanol for 10h; Reflux;
  • 43
  • [ 5060-65-1 ]
  • C25H20ClFP(1+)*Br(1-) [ No CAS ]
  • C26H16Cl2F2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium <i>tert</i>-butylate In ethanol for 10h; Reflux;
  • 44
  • [ 5060-65-1 ]
  • (2,5-difluorobenzyl)triphenylphosphonium bromide [ No CAS ]
  • C26H16F4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium <i>tert</i>-butylate In ethanol for 10h; Reflux;
  • 45
  • [ 5060-65-1 ]
  • triphenyl[4-(trifluoromethyl)benzyl]phosphonium chloride [ No CAS ]
  • C28H18F6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
32% In tetrahydrofuran for 14h; Inert atmosphere; 5.1.2. Synthesis of 3b 4-Trifluoromethylphenyl triphenylphosphinomethylchlorideWittig Salt 1b (0.92 g, 2.0 mmol)was dissolved in 200ml of dry THFin round bottom flask under argon stream. To this 2,6-naphthalenedialdehyde 2b (180 mg, 1.0 mmol) was added dropwise, themixture was stirred for 14 h, quenched with 1.0% HCl aq., andextracted twice with CH2Cl2. The organic layer was washed oncewith 50 mL water, twice with 50 mL of brine solution, dried over MgSO4, and the solvent was removed under reduced pressure. Theintermediate 3b was obtained using silica gel (Wako gel C-300)column chromatography (150 mg, 32% yield) with CH2Cl2 as aneluent.
  • 46
  • [ 5060-65-1 ]
  • [ 111-40-0 ]
  • C32H34N6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In methanol; dichloromethane for 24h;
  • 47
  • [ 5060-65-1 ]
  • dimethyl 3,8-dihydroindolo[7,6-g]indole-2,7-dicarboxylate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: sodium methylate / methanol / Cooling with ice; Inert atmosphere 2: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux
  • 48
  • [ 5060-65-1 ]
  • 3,8-dihydroindolo[7,6-g]indole-2,7-dimethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium methylate / methanol / Cooling with ice; Inert atmosphere 2: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Cooling with ice; Inert atmosphere
  • 49
  • [ 5060-65-1 ]
  • [ 65022-34-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: sodium methylate / methanol / Cooling with ice; Inert atmosphere 2: 5,5-dimethyl-1,3-cyclohexadiene / 6 h / Reflux 3: potassium hydroxide / ethanol; water / 0.58 h / Reflux
  • 50
  • [ 1816-92-8 ]
  • [ 5060-65-1 ]
  • (2Z,2'Z)-dimethyl 3,3'-(naphthalene-2,6-diyl)bis(2-azidoacrylate) [ No CAS ]
YieldReaction ConditionsOperation in experiment
68% With sodium methylate In methanol Cooling with ice; Inert atmosphere; General procedure 1, for the preparation of vinyl-azido intermediates General procedure: A solution of sodium methoxide was prepared via the portion-wise addition of metallic sodium (1.77 g, 76.95 mmol) to anhydrous methanol (30 mL) with stirring under nitrogen. The methoxide solution was stirred and cooled in an ice-salt slurry during the dropwise addition of a solution containing the dimethoxybenzaldehyde derivative (0.77 g, 4.65 mmol) and either methyl azidoacetate (5.37 g, 46.5 mmol) or ethyl azidoacetate (5.85 g, 46.5 mmol) in anhydrous methanol (15 mL) over 1.5 h, under nitrogen atmosphere. The mixture was stirred further for 5 h with cooling and then poured onto crushed ice. The resulting precipitate was filtered, washed with water and dried to give the title compound.
  • 51
  • [ 5060-65-1 ]
  • [ 113696-90-5 ]
  • C42H30N10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In ethanol at 90℃; for 6h; Inert atmosphere; 6.1 v B-1-2 (1.3g, 5mmol) and B-24-3 (1.84g, 10mmol) were dissolved in 30mL of ethanol, and stirred at 90°C for 6h under N2 atmosphere. The resulting solution was distilled under reduced pressure to obtain B-24-4 as a white solid and used in the next reaction.
  • 52
  • [ 5060-65-1 ]
  • [ 108-24-7 ]
  • C56H40O12 [ No CAS ]
  • C56H40O12 [ No CAS ]
YieldReaction ConditionsOperation in experiment
1: 9% 2: 5% Stage #1: 2,6-naphthalenedicarbaldehyde With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine In dichloromethane for 72h; Inert atmosphere; Reflux; Stage #2: acetic anhydride With sulfuric acid at 20℃; for 18h; Inert atmosphere;
  • 53
  • [ 5060-65-1 ]
  • C48H32O8 [ No CAS ]
  • C48H32O8 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With 3-ethyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazolium bromide; triethylamine In dichloromethane for 72h; Inert atmosphere; Reflux;
  • 54
  • [ 5060-65-1 ]
  • 2-1-2-[2-(2,4-bis-methanesulfonyl-phenyl)-vinyl]-6-vinylnaphthalene [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium <i>tert</i>-butylate; Methyltriphenylphosphonium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 2: potassium carbonate; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether / N,N-dimethyl-d<SUB>6</SUB>-formamide / 6 h / 120 °C / Inert atmosphere; Sealed tube
  • 55
  • [ 5060-65-1 ]
  • 2-((4-((E)-2-(6-((E)-2,4-bis(methylsulfonyl)styryl)naphthalen-2-yl)vinyl)phenyl)(ethyl)amino)ethan-1-ol [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: potassium <i>tert</i>-butylate; Methyltriphenylphosphonium bromide / tetrahydrofuran / 20 °C / Inert atmosphere 2: potassium carbonate; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether / N,N-dimethyl-d<SUB>6</SUB>-formamide / 6 h / 120 °C / Inert atmosphere; Sealed tube 3: potassium carbonate; palladium diacetate; bis[2-(diphenylphosphino)phenyl] ether / N,N-dimethyl-d<SUB>6</SUB>-formamide / 12 h / 120 °C / Inert atmosphere; Sealed tube; Schlenk technique
  • 56
  • [ 5060-65-1 ]
  • [ 35738-16-0 ]
YieldReaction ConditionsOperation in experiment
0.65 g With potassium <i>tert</i>-butylate; Methyltriphenylphosphonium bromide In tetrahydrofuran at 20℃; Inert atmosphere;
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