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[ CAS No. 60032-95-3 ] {[proInfo.proName]}

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Product Details of [ 60032-95-3 ]

CAS No. :60032-95-3 MDL No. :MFCD00079727
Formula : C9H9ClO4 Boiling Point : -
Linear Structure Formula :- InChI Key :CHMWIAHMSOASPM-UHFFFAOYSA-N
M.W : 216.62 Pubchem ID :2757463
Synonyms :

Safety of [ 60032-95-3 ]

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

Application In Synthesis of [ 60032-95-3 ]

* 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 [ 60032-95-3 ]

[ 60032-95-3 ] Synthesis Path-Downstream   1~42

  • 1
  • [ 60032-95-3 ]
  • [ 87932-51-2 ]
YieldReaction ConditionsOperation in experiment
With hydrogen bromide; acetic acid
  • 2
  • [ 18093-05-5 ]
  • [ 60032-95-3 ]
YieldReaction ConditionsOperation in experiment
4, anod. Oxid.;
  • 4
  • [ 60032-95-3 ]
  • [ 237384-60-0 ]
YieldReaction ConditionsOperation in experiment
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane
With oxalyl dichloride In dichloromethane at 20℃;
With thionyl chloride at 90℃; for 3h;
With oxalyl dichloride In dichloromethane at 20℃; for 2h;

  • 5
  • [ 60032-95-3 ]
  • [ 108-39-4 ]
  • [ 949580-84-1 ]
YieldReaction ConditionsOperation in experiment
37% With pyridine; copper(l) iodide; potassium carbonate In water for 2h; Heating;
  • 6
  • [ 108-43-0 ]
  • [ 60032-95-3 ]
  • 2-(3-chlorophenoxy)-4,5-dimethoxybenzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
41% With copper(l) iodide; copper; potassium carbonate In nitrobenzene at 170 - 180℃; for 8h;
  • 7
  • [ 60032-95-3 ]
  • [ 949580-65-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 37 percent / K2CO3; CuI; pyridine / Cu / H2O / 2 h / Heating 2: 14 percent / aq. H3PO4; P2O5 / 4 h / 110 °C
  • 8
  • [ 60032-95-3 ]
  • [ 949580-78-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 37 percent / K2CO3; CuI; pyridine / Cu / H2O / 2 h / Heating 2: 14 percent / aq. H3PO4; P2O5 / 4 h / 110 °C 3: N-bromosuccinimide; benzoyl peroxide / CCl4 / 6 h / Heating
  • 9
  • [ 60032-95-3 ]
  • C24H23NO4 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 37 percent / K2CO3; CuI; pyridine / Cu / H2O / 2 h / Heating 2: 14 percent / aq. H3PO4; P2O5 / 4 h / 110 °C 3: N-bromosuccinimide; benzoyl peroxide / CCl4 / 6 h / Heating 4: 40 mg / toluene / 15 h / Heating
  • 10
  • [ 60032-95-3 ]
  • 2-chloro-4,5-dimethoxy-benzoyl isothiocyanate [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating
  • 11
  • [ 60032-95-3 ]
  • 3-(2-chloro-4,5-dimethoxy-benzoyl)-1-(1-phenyl-butyl)-1-propyl-thiourea [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: Na2CO3 / CH2Cl2; tetrahydrofuran; acetone / Heating
  • 12
  • [ 60032-95-3 ]
  • 3-(2-Chloro-4,5-dimethoxy-benzoyl)-1-((S)-1-phenyl-butyl)-1-propyl-thiourea [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: tetrahydrofuran / 20 °C
  • 13
  • [ 60032-95-3 ]
  • [5-(2-chloro-4,5-dimethoxy-phenyl)-1-methyl-1<i>H</i>-[1,2,4]triazol-3-yl]-(1-phenyl-butyl)-propyl-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: Na2CO3 / CH2Cl2; tetrahydrofuran; acetone / Heating 4: tetrahydrofuran; CH2Cl2; acetone / Heating 5: 3.9 mg / 100 °C
  • 14
  • [ 60032-95-3 ]
  • (S)-1-methyl-3-[N-(1-phenylbutyl)-N-propylamino]-5-(2-chloro-4,5-dimethoxyphenyl)-1H-[1,2,4]triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: tetrahydrofuran / 20 °C 4: Na2CO3 / tetrahydrofuran / 70 °C 5: 100 °C
  • 15
  • [ 60032-95-3 ]
  • 3-(2-chloro-4,5-dimethoxy-benzoyl)-2-methyl-1-(1-phenyl-butyl)-1-propyl-isothiourea [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: Na2CO3 / CH2Cl2; tetrahydrofuran; acetone / Heating 4: tetrahydrofuran; CH2Cl2; acetone / Heating
  • 16
  • [ 60032-95-3 ]
  • 3-(2-Chloro-4,5-dimethoxy-benzoyl)-2-methyl-1-((S)-1-phenyl-butyl)-1-propyl-isothiourea [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: (COCl)2 / CH2Cl2 / 20 °C 2: tetrahydrofuran; acetone / Heating 3: tetrahydrofuran / 20 °C 4: Na2CO3 / tetrahydrofuran / 70 °C
  • 17
  • [ 60032-95-3 ]
  • 2-chloro-4,5-dimethoxy-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane
  • 18
  • [ 60032-95-3 ]
  • 2-chloro-4,5-dimethoxy-<i>N</i>-thioacetyl-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid
  • 19
  • [ 60032-95-3 ]
  • 2-chloro-4,5-dimethoxy-<i>N</i>-(1-methylsulfanyl-ethylidene)-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C
  • 20
  • [ 60032-95-3 ]
  • 2-chloro-<i>N</i>-(1-dimethylamino-ethylidene)-4,5-dimethoxy-benzamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating
  • 21
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-2-methyl-8-(1-methyl-butyl)-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2; DMF / CH2Cl2 2: 4-(dimethylamino)pyridine / dioxane / 15 h / Heating
  • 22
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-8-cyclobutyl-7-ethyl-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 23
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-8-(1-ethyl-propyl)-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 24
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-8-(1-methoxymethyl-butyl)-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2; DMF / CH2Cl2 2: 4-(dimethylamino)pyridine / dioxane / 15 h / Heating
  • 25
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-8-cyclopentyl-7-ethyl-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 26
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-2-methyl-8-(tetrahydro-pyran-4-yl)-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 27
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-2-methyl-8-(1-propyl-butyl)-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: (COCl)2; DMF / CH2Cl2 2: 4-(dimethylamino)pyridine / dioxane / 15 h / Heating
  • 28
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-8-(1-cyclobutyl-3-methoxy-propyl)-7-ethyl-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 29
  • [ 60032-95-3 ]
  • 4-(2-chloro-4,5-dimethoxy-phenyl)-7-ethyl-8-[3-methoxy-1-(tetrahydro-furan-3-yl)-propyl]-2-methyl-pyrazolo[1,5-<i>a</i>][1,3,5]triazine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: (COCl)2; DMF / CH2Cl2 2: ammonium hydroxide / dioxane 3: Heating 4: hydrogen sulfide; acetic acid 5: K2CO3 / acetonitrile / 2.5 h / 20 °C 6: dioxane / 2 h / Heating
  • 30
  • [ 120-14-9 ]
  • [ 60032-95-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: chloroform; chlorine / 40 - 50 °C 2: pyridine; aqueous potassium permanganate solution
  • 31
  • PCl [ No CAS ]
  • [ 60032-95-3 ]
  • [ 237384-60-0 ]
  • [ 237384-61-1 ]
YieldReaction ConditionsOperation in experiment
0.52 g (96%) 45.a 4-[4(2-Chloro-4,5-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxamidine a) Methyl 4-[4-(2-chloro-4,5-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate 2-Chloro-4,5-dimethoxybenzoic acid (0.5 g, 2.3 mmol) and PCl (0.54 g, 2.6 mmol) were placed in a round bottomed flask fitted with a reflux condenser. The mixture was heated in an oil bath at 120° C. for 70 min. The mixture was allowed to cool and the formed phosphorus oxychloride was removed under vacuum to give 0.52 g (96%) of 2-chloro-4,5-dimethoxybenzoyl chloride as a solid. 2-Chloro-4,5-dimethoxybenzoyl chloride (0.52 g, 2.2 mmol) was treated in a manner similar to that for Example 32 step (a) to give 2-bromo-1-(2-chloro-4,5-dimethoxyphenyl) ethan-1-one. The dry solid (0.65 g, 2.2 mmol) was dissolved in acetone (25 ml).
  • 32
  • [ 60032-95-3 ]
  • [ 237384-60-0 ]
  • [ 237384-61-1 ]
YieldReaction ConditionsOperation in experiment
0.52 g (96%) With phosphorus pentachloride 45.a 4-[4-(2-Chloro-4,5-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxamidine a) Methyl 4-[4-(2-chloro-4,5-dimethoxyphenyl)(1,3-thiazol-2-yl)]-5-methylthiothiophene-2-carboxylate 2-Chloro-4,5-dimethoxybenzoic acid (0.5 g, 2.3 mmol) and PCl5 (0.54 g, 2.6 mmol) were placed in a round bottomed flask fitted with a reflux condenser. The mixture was heated in an oil bath at 120° C. for 70 min. The mixture was allowed to cool and the formed phosphorus oxychloride was removed under vacuum to give 0.52 g (96%) of 2-chloro-4,5-dimethoxybenzoyl chloride as a solid. 2-Chloro-4,5-dimethoxybenzoyl chloride (0.52 g, 2.2 mmol) was treated in a manner similar to that for Example 32 step (a) to give 2-bromo-1-(2-chloro-4,5-dimethoxyphenyl)ethan-1-one. The dry solid (0.65 g, 2.2 mmol) was dissolved in acetone (25 ml).
  • 33
  • [ 60032-95-3 ]
  • [ 115279-57-7 ]
  • [ 1067191-52-9 ]
YieldReaction ConditionsOperation in experiment
17% A mixture of <strong>[115279-57-7]2-(4-amino-phenyl)-2-methyl-propionitrile</strong> (160 mg; 0.50 mmol), prepared as in l(B), 2-chloro-4,5-dimethoxy-benzoic acid (108 mg, 0.50 mmol), HOBt (77.0 mg; 0.50 mmol), EDC (144 mg; 0.75 mmol) and TEA (140 uL; 1.00 mmol) in dioxane (6 mL) was warmed at 100C for 2 hours. Then, the reaction was diluted with DCM and washed with IN HCl and 5% NaHCO3. The organic phase was collected, dried (Na2SO4), filtered and evaporated to dryness. The crude product was purified by chromatography [SiO2, Petroleum ether/EtOAc (1/1)] to give the title compound as a white solid (30.0 mg; 17% yield).IH NMR (300 MHz, CDC13-d) delta(ppm): 8.33 (br. s., 1 H), 7.70 (m, 2 H), 7.50 (m, 2 H), 7.48 (s, 1 H), 6.91 (s, 1 H), 3.94-3.97 (m, 3 H), 3.95 (d, 3 H), 1.76 (s, 6 H).LCMS (RT): 2.24 min (Method G); MS (ES+) gave m/z: 359.18 (MH+). MP: 142-144 C.
  • 34
  • [ 60032-95-3 ]
  • [ 1463965-25-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane / 2 h / 20 °C 2: triethylamine / tetrahydrofuran / 2 h / 20 °C
  • 35
  • [ 1131-62-0 ]
  • [ 60032-95-3 ]
  • [ 93-07-2 ]
YieldReaction ConditionsOperation in experiment
1: 61.4% 2: 20.3% With sodium hypochlorite; sodium hydroxide In water at 40℃; for 1h;
  • 36
  • [ 60032-95-3 ]
  • N<SUP>5</SUP>-(4-aminophenyl)-N<SUP>4</SUP>-methyl-1H-imidazole-4,5-dicarboxamide [ No CAS ]
  • N5-{4-[(2-chloro-4,5-dimethoxybenzoyl)amino]phenyl}-N4-methyl-1H-imidazole4,5-dicarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
45.5 mg With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; 240 N5-f4-[ (2-ch loro-4, 5-dimethoxybenzoyl)amino]phenyl}-N4-methyl- I H-imidazole4, 5-dicarboxamide 0.34 mL (0.58 mmo[, 1.5 equiv., 50% so[ution in DMF) 1-propanephosphonic anhydride (T3P) was added to a mixture of 100 mg (0.386 mmo[, 1.0 equiv.) N5-(4-aminopheny[)-N4-methy[-1H-imidazo[e-4, 5-dicarboxamide (Intermediate 003), 109mg (0.501 mmo[, 1.3 equiv.) 2-ch[oro-4,5-dimethoxybenzoic acid (CAS No. 60032- 95-3) and 0.35 mL (1.9 mmo[, 5.0 equiv.) N,N-diisopropy[ethy[amine in 2.5 mL DMF and the mixture was stirred at room temperature overnight. The reaction mixture was concentrated and the residue was purified by preparative HPLC to give thetit[e compound (45.5 mg).1H-NMR (400 MHz, DMSO-d6): 6 [ppm] = 13.67 (br. s., 1H), 13.31-12.08 (m, 1H),10.36 (s, 1H), 8.84 (br. s., 1H), 7.93 (s, 1H), 7.83-7.60 (m, 4H), 7.18 (s, 1H), 7.12(s, 1H), 3.84 (s, 3H), 3.82 (s, 3H), 2.88 (d, 3H).LC-MS (Method 8): R = 0.87 mm; MS (ESipos) m/z = 458.2 [M+H]÷.
  • 37
  • [ 60032-95-3 ]
  • 4,5,2'-tris(N,N-dimethylformoyloxy)-2,5'-dichlorobenzophenone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / 6 h / 78 °C 1.2: 4 h / 20 °C 2.1: boron tribromide / dichloromethane / 2 h / 20 °C 3.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 20 °C
  • 38
  • [ 60032-95-3 ]
  • 4,5,2'-trihydroxy-2,5'-dichlorobenzophenone [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: thionyl chloride / N,N-dimethyl-formamide / 6 h / 78 °C 1.2: 4 h / 20 °C 2.1: boron tribromide / dichloromethane / 2 h / 20 °C
  • 39
  • [ 623-12-1 ]
  • [ 60032-95-3 ]
  • 4,5,2'-trimethoxy-2,5'-dichlorobenzophenone [ No CAS ]
YieldReaction ConditionsOperation in experiment
0.22 g Stage #1: 2-chloro-4,5-dimethoxybenzoic acid With thionyl chloride In N,N-dimethyl-formamide at 78℃; for 6h; Stage #2: 4-chloromethoxybenzene With aluminum (III) chloride In dichloromethane at 20℃; for 4h; 1 1.20 g (5.55 mmol) of 2-chloro-4,5-dimethoxybenzoic acid were dissolved in 1.5 mL of anhydrous thionyl chloride,A solution of N, N-dimethylformamide (DMF)And refluxed at 78 ° C for 6 h.After removal of the solvent under reduced pressure,The residual thionyl chloride was removed in two portions with 4 mL of anhydrous methylene chloride,To give a white solid,Was dissolved in 5 mL of anhydrous dichloromethane,Ice bath in batches0.77 g (5.80 mmol) of anhydrous aluminum chloride and 0.85 g (6.0 mmol) of 4-chloroanisole,The reaction was stirred at room temperature for 4 h.Add appropriate amount of ice water to terminate the reaction,The aqueous phase was extracted twice with 10 mL of dichloromethane,The organic phases were combined, washed with saturated brine to neutral, and dried over anhydrous sodium sulfate. Column chromatography was carried out with petroleum ether / ethyl acetate (8/2) as eluant. The solvent was removed under reduced pressure and dried to give 0.22 g of a white solid.
  • 40
  • [ 60032-95-3 ]
  • [ 189999-35-7 ]
  • [ 17825-74-0 ]
YieldReaction ConditionsOperation in experiment
57% With palladium diacetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 17h;
  • 41
  • [ 60032-95-3 ]
  • [ 1600505-68-7 ]
  • 6-(tert-butyl)-2,3-dimethoxytriphenylene [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% With palladium diacetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 110℃; for 17h;
  • 42
  • [ 60032-95-3 ]
  • C25H39N3O10P(1-)*Na(1+) [ No CAS ]
  • C34H46ClN3O13P(1-) [ No CAS ]
YieldReaction ConditionsOperation in experiment
With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃;
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Technical Information

• Acetal Formation • Acid-Catalyzed α -Halogenation of Ketones • Acidity of Phenols • Acids Combine with Acyl Halides to Produce Anhydrides • Acyl Chloride Hydrolysis • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amide Hydrolysis • Amide Hydrolysis • An Alkane are Prepared from an Haloalkane • Anhydride Hydrolysis • Arndt-Eistert Homologation • Benzylic Oxidation • Birch Reduction • Birch Reduction of Benzene • Blanc Chloromethylation • Carbonation of Organometallics • Carboxylate Salt Formation • Carboxylic Acids React with Alcohols to Form Esters • Chan-Lam Coupling Reaction • Chloroalkane Synthesis with SOCI2 • Complete Benzylic Oxidations of Alkyl Chains • Complete Benzylic Oxidations of Alkyl Chains • Conjugate Additions of p-Benzoquinones • Conversion of Amino with Nitro • Convert Haloalkanes into Alcohols by SN2 • Decarboxylation of Substituted Propanedioic • Decomposition of Arenediazonium Salts to Give Phenols • Deprotection of Cbz-Amino Acids • Deprotonation of Methylbenzene • Diazo Coupling • Directing Electron-Donating Effects of Alkyl • Electrophilic Chloromethylation of Polystyrene • Electrophilic Substitution of the Phenol Aromatic Ring • Esters Are Reduced by LiAlH4 to Give Alcohols • Esters Hydrolyze to Carboxylic Acids and Alcohols • Ether Synthesis by Oxymercuration-Demercuration • Etherification Reaction of Phenolic Hydroxyl Group • Ethers Synthesis from Alcohols with Strong Acids • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Acyl Chlorides • Friedel-Crafts Alkylation of Benzene with Carboxylic Anhydrides • Friedel-Crafts Alkylation of Benzene with Haloalkanes • Friedel-Crafts Alkylation Using Alkenes • Friedel-Crafts Alkylations of Benzene Using Alkenes • Friedel-Crafts Alkylations Using Alcohols • Friedel-Crafts Reaction • General Reactivity • Grignard Reaction • Grignard Reagents Transform Esters into Alcohols • Groups that Withdraw Electrons Inductively Are Deactivating and Meta Directing • Halogenation of Alkenes • Halogenation of Benzene • Halogenation of Phenols • Hiyama Cross-Coupling Reaction • Hunsdiecker-Borodin Reaction • Hydrogenation to Cyclohexane • Hydrogenolysis of Benzyl Ether • Kinetics of Alkyl Halides • Kolbe-Schmitt Reaction • Kumada Cross-Coupling Reaction • Methylation of Ammonia • Nitration of Benzene • Nitriles Hydrolyze to Carboxylic Acids • Nomenclature of Ethers • Nucleophilic Aromatic Substitution • Nucleophilic Aromatic Substitution with Amine • Oxidation of Aldehydes Furnishes Carboxylic Acids • Oxidation of Alkyl-substituted Benzenes Gives Aromatic Ketones • Oxidation of Phenols • Oxidation of Primary Alcohols Furnishes Carboxylic Acids • Passerini Reaction • Pechmann Coumarin Synthesis • Peptide Bond Formation with DCC • Periodic Acid Degradation of Sugars • Preparation of Aldehydes and Ketones • Preparation of Alkylbenzene • Preparation of Amines • Preparation of Carboxylic Acids • Preparation of Ethers • Primary Ether Cleavage with Strong Nucleophilic Acids • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Benzene and Substituted Benzenes • Reactions of Carboxylic Acids • Reactions of Dihalides • Reactions of Ethers • Reduction of Carboxylic Acids by LiAlH4 • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reduction of Carboxylic Acids by Lithium Aluminum Hydride • Reductive Removal of a Diazonium Group • Reimer-Tiemann Reaction • Reverse Sulfonation——Hydrolysis • Ring Opening of Oxacyclopropane • Schmidt Reaction • Specialized Acylation Reagents-Ketenes • Stille Coupling • Substitution and Elimination Reactions of Alkyl Halides • Sulfonation of Benzene • Suzuki Coupling • Synthesis of Alcohols from Tertiary Ethers • The Acylium Ion Attack Benzene to Form Phenyl Ketones • The Claisen Rearrangement • The Conversion of Carboxylic Acids into Acyl Halides • The Nitro Group Conver to the Amino Function • The Nucleophilic Opening of Oxacyclopropanes • Ugi Reaction • Vilsmeier-Haack Reaction
Historical Records

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