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Product Details of [ 102-39-6 ]

CAS No. :102-39-6 MDL No. :MFCD00016696
Formula : C10H10O6 Boiling Point : -
Linear Structure Formula :- InChI Key :ZVMAGJJPTALGQB-UHFFFAOYSA-N
M.W : 226.18 Pubchem ID :66884
Synonyms :

Safety of [ 102-39-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 102-39-6 ]

* 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 [ 102-39-6 ]

[ 102-39-6 ] Synthesis Path-Downstream   1~88

  • 1
  • [ 110-63-4 ]
  • [ 102-39-6 ]
  • 1,4,9,12-tetraoxa-[12]metacyclophane-3,10-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 2
  • [ 629-11-8 ]
  • [ 102-39-6 ]
  • [ 26736-14-1 ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 3
  • [ 112-47-0 ]
  • [ 102-39-6 ]
  • 1,4,15,18-tetraoxa-[18]metacyclophane-3,16-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 4
  • [ 3937-56-2 ]
  • [ 102-39-6 ]
  • 1,4,14,17-tetraoxa-[17]metacyclophane-3,15-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 5
  • [ 15470-55-0 ]
  • [ 102-39-6 ]
  • [4-(2,5-dichloro-phenylazo)-<i>m</i>-phenylenedioxy]-di-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With acetic acid
  • 6
  • [ 726-42-1 ]
  • [ 102-39-6 ]
  • <i>m</i>-phenylenedioxy-di-acetic acid bis-(<i>N</i>,<i>N</i>'-di-<i>p</i>-tolyl ureide) [ No CAS ]
  • 7
  • [ 102-39-6 ]
  • [ 67045-26-5 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride
With thionyl chloride
With thionyl chloride; triethylamine In dichloromethane
With thionyl chloride; triethylamine In dichloromethane for 4h; Reflux; General procedure for the synthesis of bis-oxy acid chlorides 10-18 General procedure: A mixture of the the diacid (1.54 mmol), thionylchloride (1.8 mL) and triethylamine (0.5 mL) in dichloromethane (80 mL) was refluxed for 4 h. The solvent was removed under reduced pressure to give the corresponding diacid chloride.
With thionyl chloride Reflux; General procedure: The 2-amino-5-mercapto-1,3,4-thiadiazole 1 (5 mmol) was dissolved in NaOH(5 mmol, 15 mL) at room temperature. Ethyl 2-bromopropionate (5 mmol) was addedto the solution obtained and the mixture was stirred for 20 min. After that, the solid precipitatewas filtered off, washed with cold water, air dried, and then recrystallized from ethanolto give 2-(5-amino-1,3,4-thiadiazol-2-ylthio) propanoate 2 in 78% yield as pale yellowsolid. Mp 79-80C; 1H NMR(CDCl3, 400 MHz) δH: 1.25-1.28 (t, 3H, CH3, J = 6.0 Hz),1.57-1.59 (d, 3H, CH3, J = 8.0 Hz), 4.03-4.08 (q, 1H, SCH, J = 12.0 Hz), 4.16-4.22(q, 2H, OCH2, J = 16.0 Hz).4.35 (s, 2H, NH2); 13C NMR (CDCl3, 400 MHz) δC: 14.0,17.5, 46.0, 61.8, 150.0, 170.9, 171.4; IR (KBr) ν: 3266 (NH2), 1736 (OC O), 1501,1449, 1321, 1094 (C N N C S) cm-1; Anal. calcd for C7H11N3O2S2: C36.04, H 4.75,N 18.01; found C 36.10, H 4.77, N 17.93.To a 50 mL round-bottom flask was added phenoxyalkanoic acid 4 (5 mmol) andSOCl2 (5 mL). The mixture was refluxed for 4 h, and the excess SOCl2 was removedunder vacuum. The crude diacyl chloride was dissolved in CH3CN (5 mL) and addeddropwise through a dropping funnel to themixture of 2-(5-amino-1,3,4-thiadiazol-2-ylthio)propanoate 2 (4.5 mmol) and Et3N (4.2 mL, 30 mmol) in CH3CN (15 mL) on an ice bath.This mixture was vigorously stirred at room temperature for an additional 12 h aftercompletion of the addition. The product was evaporated under reduced pressure washedwith water and brine, dried and recrystallized from ethanol to give the title compounds 6.
With thionyl chloride In benzene for 6h; Reflux;

  • 8
  • [ 102-39-6 ]
  • [ 85784-34-5 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid
  • 9
  • [ 102-39-6 ]
  • [ 262861-51-8 ]
YieldReaction ConditionsOperation in experiment
With sulfuryl dichloride; acetic acid
  • 10
  • [ 102-39-6 ]
  • (2,4,6-trinitro-<i>m</i>-phenylenedioxy)-di-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water; nitric acid
  • 11
  • [ 66644-04-0 ]
  • [ 102-39-6 ]
YieldReaction ConditionsOperation in experiment
92% With water; lithium hydroxide In tetrahydrofuran at 20℃; for 2h;
88% With lithium hydroxide In tetrahydrofuran; water at 20℃; for 24h; Synthesis of compound 2 To a soln of 1 (2 g, 7.0 mmol) in THF-H2O (10:1, 25 mL), was added LiOH (0.73 g, 17.5 mmol) and the soln was stirred at rt for 24 h. The reaction mixture was acidified using 2N HCl and was extracted with ethyl acetate (2 × 25 mL). The organic layer was washed with water (15 mL), dried over Na2SO4, filtered and evaporated to give 1.4 g (88 %) of compound 2 as a white solid.
bei der Verseifung;
With water; potassium hydroxide In ethanol Reflux;

  • 12
  • [ 102-39-6 ]
  • [ 107-21-1 ]
  • 1,4,7,10-tetraoxa-[10]metacyclophane-3,8-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 13
  • furan-2,3,5(4H)-trione pyridine (1:1) [ No CAS ]
  • [ 79-11-8 ]
  • [ 108-46-3 ]
  • [ 102-39-6 ]
  • 14
  • [ 79-11-8 ]
  • [ 108-46-3 ]
  • [ 102-39-6 ]
YieldReaction ConditionsOperation in experiment
87% With sodium hydroxide In water at 95 - 100℃; for 0.166667h; Microwave irradiation; Sonication; Green chemistry; 3.2.3. MW-US Method General procedure: In a 50 mL flask, 1mmol of phenol (1-15), the appropriate amount of chloroacetic acid (16) andsodium hydroxide (potassium carbonate for nipagins) and 5 mL of water were mixed.Number of moles of chloroacetic acid (16) and NaOH (K2CO3): 1.2 mmol (0.11 g) of 16 and 2.3 mmol of base for monophenols (1-9) 2.2 mmol (0.21 g) of 16 and 3.3 mmol of base for diphenols (10-12) 3.2 mmol (0.30 g) of 16 and 4.3 mmol of base for triphenols (13-15)A flask with carefully mixed reagents was placed in a MW-US reactor and the contents reactedunder SMUI conditions characterized by the following parameters: MW = 200 W, US = 800 Wat 95-100° C for 10 min. After the process was complete, concentrated hydrochloric acid wasadded to the reaction mixture until an acidic pH~3 was obtained, to isolate the free products. Theseparated precipitate was filtered off. The main product was purified by crystallization or columnchromatography using a mixture of chloroform and methanol (9:1 or 5:1) as an eluent.
76% With sodium hydroxide In water at 95 - 100℃; for 4h; 2.3.1 Synthesis of (3-carboxymethoxy-phenoxy) acetic acid (H2L) 11.0g (0.1mol) of resorcinol, 200mL of water and 20.0g (0.5mol) of solid sodium hydroxide were added into the three-necked flask. Mixed them till dissolved. Then 21.0g (0.22mol) of monochloroacetic acetic was added. The mixture was stirred for 4h and heated between 95 and 100°C. After cooling to the room temperature, it was acidified with 4mol/L of hydrochloric acid till pH=2-3. Then a large number of solid precipitated. The solid crude product was dissolved into the water (100mL) and the excess solvent was removed by filtration. Finally the filtrate was acidified with 4mol/L hydrochloric acid to obtain pH=2-3 and the solid precipitated. It was washed with water to obtain a pure white powder. The powder was placed in drying oven at 150°C for 3h before all the characterizations to remove the water. Yield: 76%, m.p: 191.5-192.0°C. IR (KBr, cm-1): υ(O-HO) 3253; υas(COO) 1761; υsym(COO) 1433. 1H NMR (CDCl3, ppm): 4.64 (m, 4H, -CH2-), 6.44-7.16 (m, 4H, Ar-H). Anal. Calc. for C10H10O6 (226.18g/mol): C, 53.11; H, 4.46%. Found: C, 53.07; H, 4.42%.
60% With sodium hydroxide for 0.00666667h; microwave irradiation;
With sodium hydroxide
With sodium hydroxide In water
With sodium hydroxide
With sodium hydroxide

  • 15
  • [ 102-39-6 ]
  • [ 62-53-3 ]
  • [ 56970-61-7 ]
YieldReaction ConditionsOperation in experiment
at 190℃;
  • 16
  • [ 102-39-6 ]
  • [ 504-63-2 ]
  • 1,4,8,11-tetraoxa-[11]metacyclophane-3,9-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 200℃; Erhitzen des Reaktionsgemisches mit Zinn(II)-chlorid-dihydrat unter 1 Torr auf 270grad;
  • 17
  • [ 102-39-6 ]
  • [ 40098-81-5 ]
YieldReaction ConditionsOperation in experiment
With hydrogen
  • 18
  • [ 302-17-0 ]
  • [ 102-39-6 ]
  • {2-[1-(2,4-bis-carboxymethoxy-phenyl)-2,2,2-trichloro-ethyl]-5-carboxymethoxy-phenoxy}-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid
  • 19
  • [ 1878-83-7 ]
  • [ 79-11-8 ]
  • [ 102-39-6 ]
YieldReaction ConditionsOperation in experiment
With sodium hydroxide Heating;
YieldReaction ConditionsOperation in experiment
25.9 g (91%) 14 EXAMPLE 14 EXAMPLE 14 A 0.5 L benchtop oxidation apparatus was charged with 25 g of resorcinol bis(beta-hydroxyethyl)ether, 250 mL of water, 2.5 g of 5% Pd on carbon, and 0.05 g of antimony triacetate. The resulting mixture was stirred at 95° C. for 30 minutes and cooled to 85° C. A solution of 0.02 g of silver nitrate in 3 mL of water was added and the resulting mixture was stirred for 25 minutes while the mixture was let cool to 56° C. Sodium hydroxide (11.5 g) was added, and the mixture was warmed to 82° C. and oxygen was introduced into the mixture while it was vigorously stirred. The reaction mixture exothermed to 95° while oxygen was consumed. This temperature was maintained until the consumption of oxygen ceased (33 minutes). The catalyst was filtered from the hot mixture and the resulting filtrate was acidified with 7.5 mL of conc. H2 SO4. The initial filtrate was clear and colorless. The product separated from the acidified filtrate as colorless crystals. The yield was 25.9 g (91%) of 1,3-phenylenedioxydiacetic acid which was of greater than 99% purity.
  • 26
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 7697-37-2 ]
  • (2,4,6-trinitro-<i>m</i>-phenylenedioxy)-di-acetic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
at 190 - 210℃; Erhitzen des Reaktionsprodukts mit SnCl2+2 H2O unter 1 Torr auf 270grad;
  • 28
  • [ 102-39-6 ]
  • [ 2231-57-4 ]
  • 5,5'-[1,3-phenylenebis(oxymethylene)]bis(4-amino-3-mercapto-1,2,4-triazole) [ No CAS ]
YieldReaction ConditionsOperation in experiment
81% at 180℃; for 0.166667h;
78% In neat (no solvent) at 180℃; for 0.166667h;
  • 29
  • [ 102-39-6 ]
  • [ 89806-99-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SOCl2 2: 86 percent / Et3N / CH2Cl2
  • 30
  • [ 102-39-6 ]
  • [ 137-19-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SO2Cl2; acetic acid 2: pyridine hydrochloride / 190 - 195 °C
  • 31
  • [ 102-39-6 ]
  • [ 2639-79-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: SO2Cl2; acetic acid 2: pyridine hydrochloride / 190 - 195 °C 3: aqueous NaOH
  • 32
  • [ 102-39-6 ]
  • (2,4-dichloro-5-hydroxy-phenoxy)-acetic acid ethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: SO2Cl2; acetic acid 2: pyridine hydrochloride / 190 - 195 °C 3: aqueous NaOH 4: ethanolic H2SO4
  • 33
  • [ 102-39-6 ]
  • [ 262861-52-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: SO2Cl2; acetic acid 2: methanol. H2SO4
  • 34
  • disodium resorcinolate [ No CAS ]
  • [ 102-39-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: alcohol 2: bei der Verseifung
  • 35
  • [ 719261-06-0 ]
  • [ 102-39-6 ]
  • Ni(2+)*(C6H4(OCH2COO)2)(2-)*16H2O = Ni(C6H4(OCH2COO)2)*16H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water In water NiCO3 was dissolved in hot aq. benzene-1,3-dioxyacetic acid; filtered, crystd. at room temp., dried in air at 303 K; elem. anal.;
  • 36
  • [ 102-39-6 ]
  • [ 759403-02-6 ]
  • Co(2+)*(C6H4(OCH2COO)2)(2-)*15H2O = Co(C6H4(OCH2COO)2)*15H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
With water In water CoCO3 was dissolved in hot aq. benzene-1,3-dioxyacetic acid; filtered, crystd. at room temp., dried in air at 303 K; elem. anal.;
  • 37
  • [ 879089-16-4 ]
  • [ 102-39-6 ]
  • 2Cu(2+)*C6H4(OCH2COO)2(2-)*2CH3COO(1-)=Cu2(C6H4(OCH2COO)2)(CH3COO)2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water diacid abd Cu2(OAc)4*2H2O were stirred in water at 60°C overnight; ppt. was filtered, washed with water and MeOH, and dried in vacuo at 100°C; elem. anal.;
  • 38
  • dirhodium tetraacetate [ No CAS ]
  • [ 102-39-6 ]
  • [ 694520-76-8 ]
YieldReaction ConditionsOperation in experiment
14% In further solvent(s) under N2; soln. of acid and Rh complex in N,N-dimethylaniline stirred at140°C for 1-4 h; chromy.; elem. anal.;
  • 39
  • [ 553-26-4 ]
  • [ 102-39-6 ]
  • [ 6156-78-1 ]
  • [Mn(3-carboxymethoxyphenylacrylic acid(2-))(4,4'-bipyridine)0.5(H2O)2]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
43% With NaOH In methanol; water High Pressure; mixt. of Mn(CH3CO2)2*4H2O, 3-carboxymethoxyphenylacrylic acid, NaOH and MeOH-H2O 1:4 placed in autoclave, heated at 433 K for 72 h, cooled to room temp. at 2°C/h; elem. anal.;
  • 40
  • [ 553-26-4 ]
  • zinc(II) sulfate heptahydrate [ No CAS ]
  • [ 102-39-6 ]
  • [Zn(3-carboxymethoxyphenylacrylic acid(2-))(4,4'-bipyridine)0.5]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
46% With NaOH In methanol; water High Pressure; mixt. of ZnSO4*7H2O, 3-carboxymethoxyphenylacrylic acid, NaOH and MeOH-H2O 1:4 placed in autoclave, heated at 433 K for 72 h, cooled to room temp. at 2°C/h; elem. anal.;
  • 41
  • [ 116346-35-1 ]
  • [ 102-39-6 ]
  • [ 1294004-73-1 ]
YieldReaction ConditionsOperation in experiment
86% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.133333h; Microwave irradiation;
  • 42
  • [ 1015792-86-5 ]
  • [ 102-39-6 ]
  • [ 1294004-76-4 ]
YieldReaction ConditionsOperation in experiment
81% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.166667h; Microwave irradiation;
  • 43
  • [ 1028075-73-1 ]
  • [ 102-39-6 ]
  • [ 1294004-77-5 ]
YieldReaction ConditionsOperation in experiment
82% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.116667h; Microwave irradiation;
  • 44
  • [ 102-39-6 ]
  • [ 223600-52-0 ]
  • [ 1294004-78-6 ]
YieldReaction ConditionsOperation in experiment
83% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.166667h; Microwave irradiation;
  • 45
  • [ 102-39-6 ]
  • [ 223600-53-1 ]
  • [ 1294004-72-0 ]
YieldReaction ConditionsOperation in experiment
84% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.116667h; Microwave irradiation;
  • 46
  • [ 102-39-6 ]
  • [ 618856-85-2 ]
  • [ 1294004-74-2 ]
YieldReaction ConditionsOperation in experiment
81% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.166667h; Microwave irradiation;
  • 47
  • [ 102-39-6 ]
  • [ 618857-01-5 ]
  • [ 1294004-75-3 ]
YieldReaction ConditionsOperation in experiment
82% With dmap; potassium carbonate; dicyclohexyl-carbodiimide for 0.166667h; Microwave irradiation;
  • 48
  • [ 64-17-5 ]
  • [ 102-39-6 ]
  • [ 66644-04-0 ]
YieldReaction ConditionsOperation in experiment
With thionyl chloride for 0.0666667h; Microwave irradiation;
  • 49
  • [ 102-39-6 ]
  • [ 1343495-27-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.17 h / Microwave irradiation
  • 50
  • [ 102-39-6 ]
  • [ 1343495-28-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.15 h / Microwave irradiation
  • 51
  • [ 102-39-6 ]
  • [ 1343495-29-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.13 h / Microwave irradiation
  • 52
  • [ 102-39-6 ]
  • [ 1343495-30-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.15 h / Microwave irradiation
  • 53
  • [ 102-39-6 ]
  • [ 908090-09-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.18 h / Microwave irradiation
  • 54
  • [ 102-39-6 ]
  • [ 1343495-31-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.2 h / Microwave irradiation
  • 55
  • [ 102-39-6 ]
  • [ 1343495-32-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.17 h / Microwave irradiation
  • 56
  • [ 102-39-6 ]
  • [ 1343495-33-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.15 h / Microwave irradiation
  • 57
  • [ 102-39-6 ]
  • [ 1343495-34-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.12 h / Microwave irradiation
  • 58
  • [ 102-39-6 ]
  • [ 1343495-35-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.2 h / Microwave irradiation
  • 59
  • [ 102-39-6 ]
  • [ 1343495-36-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation 5: trichlorophosphate / 0.18 h / Microwave irradiation
  • 60
  • [ 102-39-6 ]
  • C12H12N4O4S4(2-)*2K(1+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C
  • 61
  • [ 102-39-6 ]
  • [ 42249-63-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation
  • 62
  • [ 102-39-6 ]
  • 5,5'-[1,3-phenylenebis(oxymethylene)]bis(4-amino-3-mercapto-1,2,4-triazole) [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: thionyl chloride / 0.07 h / Microwave irradiation 2: hydrazine hydrate / 0.05 h / Microwave irradiation 3: potassium hydroxide / ethanol / 14 h / 0 - 20 °C 4: hydrazine hydrate / 0.08 h / Microwave irradiation
  • 63
  • [ 102-39-6 ]
  • [ 1380235-59-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride; triethylamine / dichloromethane 2: triethylamine / dichloromethane / 32 h
  • 64
  • [ 108-46-3 ]
  • [ 102-39-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / acetonitrile / 8 h / Reflux 2: water; potassium hydroxide / ethanol / Reflux
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C 2: lithium hydroxide; water / tetrahydrofuran / 2 h / 20 °C
  • 65
  • [ 102-39-6 ]
  • [ 14008-99-2 ]
  • C48H42N4O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
45% Stage #1: 1,3-phenylenedioxydiacetic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 20℃; for 3h; Stage #2: phenylalanine-[2]naphthylamide In tetrahydrofuran for 12h; Reflux; General procedure for the synthesis of compounds 6a and 6b General procedure: To a stirring solution of compound 2 (0.1 g, 0.44 mmol) and triethylamine (0.15 mL, 1.1 mmol) in dry THF (10 mL) was added ethyl chloroformate (0.1 mL, 1.1 mmol). The reaction mixture was stirred for 3 h at rt. Then a solution of compound 5a (0.32 g, 1.1 mmol) in dry THF (5 mL) was added to the reaction mixture. The reaction mixture was refluxed for 12 h. The solvent was evaporated and resulting residue was dissolved in CHCl3 (15 mL). The solution was washed with 2N HCl (5 mL) and then with water (2 × 5.0 mL). The organic layer was dried over anhyd. Na2SO4, filtered and evaporated under vacuum. The resulting solid was then purified by column chromatography with CHCl3:CH3OH (96:4) to give 0.155 g (45%) of 6a as a white solid.
  • 66
  • [ 102-39-6 ]
  • [ 93989-82-3 ]
  • C40H42N4O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% Stage #1: 1,3-phenylenedioxydiacetic acid With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 20℃; for 3h; Stage #2: 2-Amino-3-methyl-N-naphthalen-2-yl-butyramide In tetrahydrofuran for 12h; Reflux; General procedure for the synthesis of compounds 6a and 6b General procedure: To a stirring solution of compound 2 (0.1 g, 0.44 mmol) and triethylamine (0.15 mL, 1.1 mmol) in dry THF (10 mL) was added ethyl chloroformate (0.1 mL, 1.1 mmol). The reaction mixture was stirred for 3 h at rt. Then a solution of compound 5a (0.32 g, 1.1 mmol) in dry THF (5 mL) was added to the reaction mixture. The reaction mixture was refluxed for 12 h. The solvent was evaporated and resulting residue was dissolved in CHCl3 (15 mL). The solution was washed with 2N HCl (5 mL) and then with water (2 × 5.0 mL). The organic layer was dried over anhyd. Na2SO4, filtered and evaporated under vacuum. The resulting solid was then purified by column chromatography with CHCl3:CH3OH (96:4) to give 0.155 g (45%) of 6a as a white solid.
  • 67
  • [ 69506-86-1 ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 5743-04-4 ]
  • [ 1578265-25-4 ]
YieldReaction ConditionsOperation in experiment
57% With sodium hydroxide; at 140℃; for 120h;Autoclave; General procedure: A mixture of Cd(CH3COO)2·2H2O (26.7mg, 0.1mmol), o-H2PDOA (22.6mg, 0.1mmol), bix (23.8mg, 0.1mmol) and NaOH (8.0mg, 0.2mmol) in H2O (8mL) was stirred for 30min. The reaction mixture was placed in a 23mL Teflon-lined stainless steel autoclave and was sealed and heated at 140C for 120h. The autoclave was allowed to cool to room temperature for 48h. Pale yellow crystals of compound 2 were obtained (35.0mg). Yield: 55.7% (based on Cd).
  • 68
  • [ 69506-86-1 ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 5970-45-6 ]
  • [Zn(m-phenylenedioxydiacetate)(1,4-bis(1H-imidazol-1-yl)-butane)]∘2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With sodium hydroxide; In water; at 140℃; for 120h;Autoclave; General procedure: A mixture of Cd(CH3COO)2·2H2O (26.7mg, 0.1mmol), o-H2PDOA (22.6mg, 0.1mmol), bix (23.8mg, 0.1mmol) and NaOH (8.0mg, 0.2mmol) in H2O (8mL) was stirred for 30min. The reaction mixture was placed in a 23mL Teflon-lined stainless steel autoclave and was sealed and heated at 140C for 120h. The autoclave was allowed to cool to room temperature for 48h. Pale yellow crystals of compound 2 were obtained (35.0mg). Yield: 55.7% (based on Cd).
  • 69
  • [ 102-39-6 ]
  • [ 56643-83-5 ]
  • [ 5970-45-6 ]
  • [ 1578265-26-5 ]
YieldReaction ConditionsOperation in experiment
51% With sodium hydroxide In water at 140℃; for 120h; Autoclave; 2.3 Synthesis of [Cd(o-PDOA)(bix)]·3H2O}n (2) General procedure: A mixture of Cd(CH3COO)2·2H2O (26.7mg, 0.1mmol), o-H2PDOA (22.6mg, 0.1mmol), bix (23.8mg, 0.1mmol) and NaOH (8.0mg, 0.2mmol) in H2O (8mL) was stirred for 30min. The reaction mixture was placed in a 23mL Teflon-lined stainless steel autoclave and was sealed and heated at 140°C for 120h. The autoclave was allowed to cool to room temperature for 48h. Pale yellow crystals of compound 2 were obtained (35.0mg). Yield: 55.7% (based on Cd).
  • 70
  • [ 102-39-6 ]
  • [ 56643-83-5 ]
  • [ 5743-04-4 ]
  • [ 1578265-24-3 ]
YieldReaction ConditionsOperation in experiment
56% With sodium hydroxide In water at 140℃; for 120h; Autoclave; 2.3 Synthesis of [Cd(o-PDOA)(bix)]·3H2O}n (2) General procedure: A mixture of Cd(CH3COO)2·2H2O (26.7mg, 0.1mmol), o-H2PDOA (22.6mg, 0.1mmol), bix (23.8mg, 0.1mmol) and NaOH (8.0mg, 0.2mmol) in H2O (8mL) was stirred for 30min. The reaction mixture was placed in a 23mL Teflon-lined stainless steel autoclave and was sealed and heated at 140°C for 120h. The autoclave was allowed to cool to room temperature for 48h. Pale yellow crystals of compound 2 were obtained (35.0mg). Yield: 55.7% (based on Cd).
  • 71
  • [ 64-18-6 ]
  • [ 102-39-6 ]
  • lanthanum(III) trichloride hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 1582311-17-8 ]
YieldReaction ConditionsOperation in experiment
50.5% With sodium hydroxide In ethanol at 120℃; for 72h; High pressure; 2.2.1 Syntheses of complexes 1-5 General procedure: mixture of 1 mL ethanol and 9 mL distilled water containingH2PODA (0.0226 g, 0.1 mmol), NaOH (0.3 mmol, 0.65 mol/L), formicacid (0.1 mmol, 0.65 mol/L), LaCl36H2O for 1 (0.0353 g,0.1 mmol), Ce(NO3)36H2O for 2 (0.0434 g, 0.1 mmol), PrCl36H2Ofor 3 (0.0355 g, 0.1 mmol), NdCl36H2O for 4 (0.0358 g, 0.1 mmol)and Eu(NO3)36H2O for 5 (0.0446 g, 0.1 mmol) was placed in a Teflon-lined stainless reactor (23 mL), heated at 120 C for 72 h underautogenous pressure and then cooled to room temperature. Blockcrystals were obtained. La(PODA)(FA)(H2O)]n (1) Yield: 50.5% based on La. Anal. Calc. forC11H11LaO9: C 31.00; H 2.60. Found: C 30.88; H 2.51%. IR data (KBrpellet, m/cm1): 3388 s, 2932 m, 1595 vs, 1426 s, 1343 s, 1280 s,1183 s, 1089 m, 1054 m, 976 w, 810 w, 732 w, 687 w, 629 w,575 w.
  • 72
  • [ 64-18-6 ]
  • cerium(III) nitrate hexahydrate [ No CAS ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 1582311-18-9 ]
YieldReaction ConditionsOperation in experiment
43.3% With sodium hydroxide In ethanol at 120℃; for 72h; High pressure; 2.2.1. Syntheses of complexes 1-5 General procedure: A mixture of 1 mL ethanol and 9 mL distilled water containingH2PODA (0.0226 g, 0.1 mmol), NaOH (0.3 mmol, 0.65 mol/L), formicacid (0.1 mmol, 0.65 mol/L), LaCl36H2O for 1 (0.0353 g,0.1 mmol), Ce(NO3)36H2O for 2 (0.0434 g, 0.1 mmol), PrCl36H2Ofor 3 (0.0355 g, 0.1 mmol), NdCl36H2O for 4 (0.0358 g, 0.1 mmol)and Eu(NO3)36H2O for 5 (0.0446 g, 0.1 mmol) was placed in a Teflon-lined stainless reactor (23 mL), heated at 120 C for 72 h underautogenous pressure and then cooled to room temperature. Blockcrystals were obtained. Ce(PODA)(FA)(H2O)]n (2) Yield: 43.3% based on Ce. Anal. Calc.for C11H11CeO9: C 30.92; H 2.59. Found: C 30.79; H 2.46%. IR data(KBr pellet, m/cm1): 3398 s, 2874 w, 1594 vs, 1498 s, 1464 s,1427 s, 1344 s, 1280 s, 1183 s, 1090 m, 1055 m, 976 m, 812 w,785 w, 732 m, 688 w, 630 w, 577 w.
  • 73
  • [ 64-18-6 ]
  • [ 102-39-6 ]
  • praseodymium(III) chloride hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 1582311-19-0 ]
YieldReaction ConditionsOperation in experiment
35.4% With sodium hydroxide In ethanol at 120℃; for 72h; High pressure; 2.2.1. Syntheses of complexes 1-5 General procedure: A mixture of 1 mL ethanol and 9 mL distilled water containingH2PODA (0.0226 g, 0.1 mmol), NaOH (0.3 mmol, 0.65 mol/L), formicacid (0.1 mmol, 0.65 mol/L), LaCl36H2O for 1 (0.0353 g,0.1 mmol), Ce(NO3)36H2O for 2 (0.0434 g, 0.1 mmol), PrCl36H2Ofor 3 (0.0355 g, 0.1 mmol), NdCl36H2O for 4 (0.0358 g, 0.1 mmol)and Eu(NO3)36H2O for 5 (0.0446 g, 0.1 mmol) was placed in a Teflon-lined stainless reactor (23 mL), heated at 120 C for 72 h underautogenous pressure and then cooled to room temperature. Blockcrystals were obtained. Pr(PODA)(FA)(H2O)]n (3) Yield: 35.4% based on Pr. Anal. Calc. forC11H11PrO9: C 30.86; H 2.59. Found: C 30.80; H 2.53%. IR data (KBrpellet, m/cm1): 3407 s, 2877 w, 1595 vs, 1499 s, 1427 s, 1343 s,1281 s, 1183 s, 1091 m, 1056 m, 975 m, 813 w, 784 w, 732 m,688 w, 631 w, 578 w.
  • 74
  • [ 64-18-6 ]
  • [ 102-39-6 ]
  • neodymium(III) chloride hexahydrate [ No CAS ]
  • [ 7732-18-5 ]
  • [ 1582311-20-3 ]
YieldReaction ConditionsOperation in experiment
46.8% With sodium hydroxide In ethanol at 120℃; for 72h; High pressure; 2.2.1. Syntheses of complexes 1-5 General procedure: A mixture of 1 mL ethanol and 9 mL distilled water containingH2PODA (0.0226 g, 0.1 mmol), NaOH (0.3 mmol, 0.65 mol/L), formicacid (0.1 mmol, 0.65 mol/L), LaCl36H2O for 1 (0.0353 g,0.1 mmol), Ce(NO3)36H2O for 2 (0.0434 g, 0.1 mmol), PrCl36H2Ofor 3 (0.0355 g, 0.1 mmol), NdCl36H2O for 4 (0.0358 g, 0.1 mmol)and Eu(NO3)36H2O for 5 (0.0446 g, 0.1 mmol) was placed in a Teflon-lined stainless reactor (23 mL), heated at 120 C for 72 h underautogenous pressure and then cooled to room temperature. Blockcrystals were obtained. Nd(PODA)(FA)(H2O)]n (4) Yield: 46.8% based on Nd. Anal. Calc.for C11H11NdO9: C 30.62; H 2.57. Found: C 30.56; H 2.48%. IR data(KBr pellet, m/cm1): 3417 s, 3137 s, 1598 vs, 1497 m, 1465 m, 1450m, 1401 s, 1341 m, 1285 m, 1184 m, 1154 w, 1094 m, 1058 m, 978w, 961 w, 812 w,780 w, 733 w, 688 w, 630 w, 582 w.
  • 75
  • [ 64-18-6 ]
  • europium(III) nitrate hexahydrate [ No CAS ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 1582311-21-4 ]
YieldReaction ConditionsOperation in experiment
35.6% With sodium hydroxide In ethanol at 120℃; for 72h; High pressure; 2.2.1. Syntheses of complexes 1-5 General procedure: A mixture of 1 mL ethanol and 9 mL distilled water containingH2PODA (0.0226 g, 0.1 mmol), NaOH (0.3 mmol, 0.65 mol/L), formicacid (0.1 mmol, 0.65 mol/L), LaCl36H2O for 1 (0.0353 g,0.1 mmol), Ce(NO3)36H2O for 2 (0.0434 g, 0.1 mmol), PrCl36H2Ofor 3 (0.0355 g, 0.1 mmol), NdCl36H2O for 4 (0.0358 g, 0.1 mmol)and Eu(NO3)36H2O for 5 (0.0446 g, 0.1 mmol) was placed in a Teflon-lined stainless reactor (23 mL), heated at 120 C for 72 h underautogenous pressure and then cooled to room temperature. Blockcrystals were obtained. Eu(PODA)(FA)(H2O)]n (5) Yield: 35.6% based on Eu. Anal. Calc.for C11H11EuO9: C 30.08; H 2.52. Found: C 29.98; H 2.37%. IR data(KBr pellet, m/cm1): 3414 s, 2881 w, 1596 vs, 1499 s, 1426 s,1342 s, 1281 m, 1183 m, 1091 m, 1056 m, 974 w, 812 w, 732 w,688 w, 630 w.
  • 76
  • [ 66-71-7 ]
  • [ 102-39-6 ]
  • lanthanum(III) trichloride hexahydrate [ No CAS ]
  • [La(PODA)1.5(1,10-phenanthroline)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
31.3% With sodium hydroxide In ethanol; water at 150℃; for 72h; High pressure; 2.2.2. Syntheses of complexes 6 and 7 General procedure: A mixture of 3 mL ethanol and 7 mL distilled water containingH2PODA (0.0452 g, 0.2 mmol), NaOH (0.4 mmol, 0.65 mol/L),1,10-phenanthroline (0.0198 g, 0.1 mmol), LaCl36H2O for 6(0.0353 g, 0.1 mmol) and PrCl36H2O for 7 (0.0355 g, 0.1 mmol),was sealed in a Teflon-lined stainless reactor (23 mL), heated at150 C for 72 h under autogenous pressure and then cooled toroom temperature. Block crystals were obtained.[La(PODA)1.5(phen)]n (6) Yield: 31.3% based on La. Anal. Calc. forC27H19LaN2O9: C 49.57; H 2.93; N 4.28. Found: C 49.53; H 2.97; N4.19%. IR data (KBr pellet, m/cm1): 3131 m, 1616 s, 1493 m, 1402m, 1326 m, 1287 m, 1184 m, 1156 m, 1087 w, 1061 w, 953 m, 854m, 819 w, 777 w, 728 w, 625 w, 599 w.
  • 77
  • [ 66-71-7 ]
  • [ 102-39-6 ]
  • praseodymium(III) chloride hexahydrate [ No CAS ]
  • [Pr(PODA)1.5(1,10-phenanthroline)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
25.6% With sodium hydroxide In ethanol; water at 150℃; for 72h; High pressure; 2.2.2. Syntheses of complexes 6 and 7 General procedure: A mixture of 3 mL ethanol and 7 mL distilled water containingH2PODA (0.0452 g, 0.2 mmol), NaOH (0.4 mmol, 0.65 mol/L),1,10-phenanthroline (0.0198 g, 0.1 mmol), LaCl36H2O for 6(0.0353 g, 0.1 mmol) and PrCl36H2O for 7 (0.0355 g, 0.1 mmol),was sealed in a Teflon-lined stainless reactor (23 mL), heated at150 C for 72 h under autogenous pressure and then cooled toroom temperature. Block crystals were obtained.[Pr(PODA)1.5(phen)]n (7) Yield: 25.6% based on Pr. Anal. Calc. forC27H19PrN2O9: C 49.42; H 2.92; N 4.27. Found: C 49.38; H 2.94; N4.29%. IR data (KBr pellet, m/cm1): 3445 m, 3070 m, 2916 m, 2856m, 1616 s, 1494 s, 1423 w, 1328 s, 1287 s, 1183 m, 1157 m, 1089 m,1061 m, 953 m, 854 m, 775 m, 726 w, 626 w.
  • 78
  • [ 102-39-6 ]
  • [ 818-08-6 ]
  • C50H100O11Sn5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% In ethanol; toluene for 20h; Reflux; Dean-Stark; 2.3.2 Synthesis of complex 1 A solution of (3-carboxymethoxy-phenoxy) acetic acid (H2L) (0.113g, 0.5mmol) and di-n-butyltin oxide (0.747g, 3mmol) was dissolved in toluene/ethanol (5:1, 50mL) and refluxed for 20h using a dean stark funnel. After cooling to room temperature, the solvent mixture was removed by filtration and transparent colorless crystals were obtained. The product was placed in drying oven at 110°C for 3h before all the characterizations to remove the solvent. Yield: 63%, m.p: 248.2-249.5°C. Anal. Calc. for C50H100O11Sn5 (1470.75g/mol): C, 40.83; H, 6.85%. Found: C, 40.88; H, 6.79%. IR (KBr, cm-1): υ(C-H), 2923, 2871, 2856; υas(COO) 1607; υsym(COO) 1396; υ(Sn-O-Sn) 454; υ(Sn-C) 578. 1H NMR (CDCl3, ppm): 0.92 (t, 30H, J=6.8, -CH3), 1.05-1.68 (m, 60H, SnCH2CH2CH2-), 4.51 (m, 24H, Ar-CH2-), 6.35-6.82 (m, 28H, Ar-H) (Scheme 1).
  • 79
  • [ 102-39-6 ]
  • C28H22N8O2S2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: neat (no solvent) / 0.17 h / 180 °C 2: piperidine / N,N-dimethyl-formamide; ethanol / 3 h / Reflux
  • 80
  • [ 102-39-6 ]
  • diethyl 2,2’-[5,5’-((2,2’-(1,3-phenylenebis(oxy))bis(acetyl))bis(azanediyl))bis(1,3,4-thiadiazole-5,2-diyl)]bis(sulfanediyl)}dipropanoate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride / Reflux 2: triethylamine / acetonitrile / 12 h / 20 °C / Cooling with ice
  • 81
  • [ 102-39-6 ]
  • [ 13121-70-5 ]
  • C10H8O6(2-)*6C6H11(1-)*2Sn(4+) [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% In benzene for 3h; Reflux; Dean-Stark;
  • 82
  • [ 1915-42-0 ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 5743-04-4 ]
  • [Cd2(m-pdoa)2(4,4'-dipyridylamine)3(H2O)]n [ No CAS ]
YieldReaction ConditionsOperation in experiment
52% With sodium hydroxide at 140℃; for 120h; High pressure; Autoclave;
  • 83
  • [ 17252-51-6 ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • [ 5743-04-4 ]
  • [Cd(m-pdoa)(1,3-di(4-pyridyl)propane)(H2O)]*2H2O}n [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With sodium hydroxide at 140℃; for 120h; High pressure; Autoclave;
  • 84
  • [ 125370-09-4 ]
  • [ 102-39-6 ]
  • [ 7732-18-5 ]
  • C76H172Ga8O16Si16 [ No CAS ]
YieldReaction ConditionsOperation in experiment
47% In tetrahydrofuran at 20℃; Inert atmosphere;
  • 85
  • [ 125370-09-4 ]
  • [ 102-39-6 ]
  • C96H184Ga8O24Si16 [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% In tetrahydrofuran at 20℃; for 17h; Inert atmosphere;
  • 86
  • [ 102-39-6 ]
  • C20H18N4O4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: thionyl chloride / benzene / 6 h / Reflux 2: triethylamine / dichloromethane / 4 h / 20 °C / Inert atmosphere
  • 87
  • uranyl nirate hexahydrate [ No CAS ]
  • [ 102-39-6 ]
  • O2U(2+)*C10H8O6(2-)*H2O [ No CAS ]
YieldReaction ConditionsOperation in experiment
42% With [Ni(1,4,8,11-tetra-azacyclotetradecane)(NO3)2] In water; acetonitrile at 140℃; Sealed tube;
  • 88
  • [ 119621-63-5 ]
  • [ 102-39-6 ]
  • C28H42N4O10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 35℃; for 8h;
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