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[ CAS No. 52959-28-1 ] {[proInfo.proName]}

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Chemical Structure| 52959-28-1
Chemical Structure| 52959-28-1
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Product Details of [ 52959-28-1 ]

CAS No. :52959-28-1 MDL No. :MFCD20133532
Formula : C10H10O6 Boiling Point : -
Linear Structure Formula :- InChI Key :CMTOZSKJCALTLF-UHFFFAOYSA-N
M.W : 226.18 Pubchem ID :14927440
Synonyms :

Safety of [ 52959-28-1 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 52959-28-1 ]

* 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 [ 52959-28-1 ]

[ 52959-28-1 ] Synthesis Path-Downstream   1~88

  • 2
  • [ 67-56-1 ]
  • [ 19829-74-4 ]
  • [ 52959-28-1 ]
YieldReaction ConditionsOperation in experiment
67% With thionyl chloride; at 0℃;Reflux; To a solution of 15 (700.0 mg, 3.36 mmol) in MeOH (18 ml), SOCI2(1 .63 g, 1 .22 ml, 13.43 mmol, 4.0 eq) was added dropwise at 0 C. When the addition was completed the reaction mixture was refluxed overnight. The resulting suspension was cooled down to 0 C and then filtered, washing with cold methanol, to obtain 16 as white crystals (506.2 mg, 2.24 mmol, 67 % yield).1H and13C NMR in agreement with literature reference [Eur. J. Org. Chem. 2013, 36, 8135-8144].
With sulfuric acid; for 48h;Reflux; A solution of acid (3.18 g) and concentrated H2SO4 (4 mL) in methanol (64 mL) was heated under reflux for 2 days. The product was obtained upon cooling and was filtered off and washed with a small amount of MeOH to give pure methyl ester.
With sulfuric acid; FIG. 5A shows the synthesis of 2,4-dihydroxy-5-nitrobenzoic acid from the commercially available 2,4-dihydroxybenzoic acid. The acid is then esterified and alkylated in high yields. The alkylation reaction is quite general, since methyl, ally, iso-butyl, octyl, and decyl bromides all have resulted in corresponding products with high yields (>95percent).
  • 3
  • [ 19829-74-4 ]
  • [ 77-78-1 ]
  • [ 52959-28-1 ]
Reference: [1],1932,vol. 6,p. 96
  • 4
  • [ 52959-28-1 ]
  • C21H35ClN2 [ No CAS ]
  • 4,6-Bis-[N'-(4-dodecyl-phenyl)-N,N-dimethyl-carbamimidoyloxy]-isophthalic acid dimethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
93% With sodium hydride In tetrahydrofuran
  • 7
  • [ 6946-10-7 ]
  • [ 922-67-8 ]
  • [ 52959-28-1 ]
YieldReaction ConditionsOperation in experiment
18% With sodium hydride In tetrahydrofuran at -10℃; for 2h;
  • 8
  • [ 111-83-1 ]
  • [ 52959-28-1 ]
  • [ 267897-57-4 ]
YieldReaction ConditionsOperation in experiment
99% With potassium carbonate In methanol; N,N-dimethyl-formamide at 100℃; for 16h;
88% With potassium carbonate In N,N-dimethyl-formamide for 48h; Heating;
88% With potassium carbonate In methanol; N,N-dimethyl-formamide at 100℃; for 48h;
88% With potassium carbonate In methanol; N,N-dimethyl-formamide at 100℃; for 48h;
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;

  • 9
  • [ 78-77-3 ]
  • [ 52959-28-1 ]
  • [ 231954-15-7 ]
YieldReaction ConditionsOperation in experiment
85% With potassium carbonate In N,N-dimethyl-formamide for 48h; Heating;
  • 10
  • toluene-4-sulfonic acid 2-(3-methylbutoxy)propyl ester [ No CAS ]
  • [ 52959-28-1 ]
  • 4,6-bis[2-(3-methylbutoxy)propoxy]isophthalic acid dimethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
54.5% With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 48h;
  • 11
  • [ 52959-28-1 ]
  • [ 62921-74-8 ]
  • [ 874210-29-4 ]
YieldReaction ConditionsOperation in experiment
85.4% With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 48h;
70% With potassium carbonate In N,N-dimethyl-formamide at 80℃;
  • 12
  • [ 52959-28-1 ]
  • [ 83948-53-2 ]
  • [ 874210-32-9 ]
YieldReaction ConditionsOperation in experiment
86.6% With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; for 36h;
  • 13
  • [ 52959-28-1 ]
  • [ 110661-91-1 ]
  • [ 874210-33-0 ]
YieldReaction ConditionsOperation in experiment
85.1% With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 48h; Heating;
  • 14
  • [ 358-23-6 ]
  • [ 52959-28-1 ]
  • [ 890705-76-7 ]
YieldReaction ConditionsOperation in experiment
79% With pyridine In dichloromethane at 20℃; for 0.666667h;
  • 15
  • [ 52959-28-1 ]
  • [ 26690-80-2 ]
  • [ 898809-04-6 ]
YieldReaction ConditionsOperation in experiment
78% With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 20℃; for 48h;
  • 16
  • [ 915184-71-3 ]
  • [ 52959-28-1 ]
  • dimethyl 4,6-bis(2-(isopentyloxy)ethoxy)isophthalate [ No CAS ]
YieldReaction ConditionsOperation in experiment
60% With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 72h;
  • 17
  • [ 52959-28-1 ]
  • [ 109-73-9 ]
  • N,N'-dibutyl-4,6-dihydroxy-isophthalamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
22% In N,N-dimethyl-formamide at 110℃; for 48h;
  • 18
  • [ 52959-28-1 ]
  • [ 54176-27-1 ]
  • [ 939374-70-6 ]
YieldReaction ConditionsOperation in experiment
82% With potassium carbonate In acetone for 36h; Heating;
  • 19
  • [ 52959-28-1 ]
  • [ 874210-38-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: 3.5 g / NaOH / methanol; H2O / 20 °C
Multi-step reaction with 2 steps 1: 85.4 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.9 percent / NaOH / H2O; methanol / 20 °C
  • 20
  • [ 52959-28-1 ]
  • [ 936347-09-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C
  • 21
  • [ 52959-28-1 ]
  • C26H40N2O14 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol; H2O / 20 °C
  • 22
  • [ 52959-28-1 ]
  • [ 936352-81-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol; H2O / 20 °C 5: 1.3 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C
  • 23
  • [ 52959-28-1 ]
  • C54H78N4O24 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol; H2O / 20 °C 5: 1.3 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 6: NaOH / methanol; H2O / 20 °C
  • 24
  • [ 52959-28-1 ]
  • [ 936354-31-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol; H2O / 20 °C 5: 1.3 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C
  • 25
  • [ 52959-28-1 ]
  • C54H80N6O22*2C2HF3O2 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C 3: 0.95 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol; H2O / 20 °C 5: 1.3 g / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 6: TFA / CH2Cl2 / 20 °C
  • 26
  • [ 52959-28-1 ]
  • C44H55NO11S [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: 3.5 g / NaOH / methanol; H2O / 20 °C 3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C
  • 27
  • [ 52959-28-1 ]
  • [ 936354-38-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: 3.5 g / NaOH / methanol; H2O / 20 °C 3: 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide; N-hydroxybenzotriazole / CH2Cl2 / 20 h / 0 - 20 °C 4: NaOH / methanol
  • 28
  • [ 52959-28-1 ]
  • [ 492465-50-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 70 percent / K2CO3 / dimethylformamide / 80 °C 2: NaOH / methanol; H2O / 20 °C
Multi-step reaction with 2 steps 1: 85.4 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 91 percent / KOH / H2O / 3 h / 80 °C
  • 29
  • [ 52959-28-1 ]
  • [ 939374-74-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C 3: 69 percent / EDCI; DMAP / CH2Cl2 / 3 h / 20 °C
  • 30
  • [ 52959-28-1 ]
  • [ 939374-75-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C 3: 69 percent / EDCI; DMAP / CH2Cl2 / 3 h / 20 °C 4: 95 percent / potassium hydroxide / methanol; H2O / 3 h / Heating
  • 31
  • [ 52959-28-1 ]
  • [ 939374-76-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C 3: 62 percent / EDCI / CH2Cl2 / 4 h / 20 °C
  • 32
  • [ 52959-28-1 ]
  • [ 939374-71-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C
  • 33
  • [ 52959-28-1 ]
  • [ 939374-72-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C 3: 36 percent / DMAP; EDCI / CH2Cl2 / 5 h / 20 °C
  • 34
  • [ 52959-28-1 ]
  • C30H49N5O10 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 82 percent / potassium carbonate / acetone / 36 h / Heating 2: 89 percent / hydrated hydrazine / methanol / 0.5 h / 20 °C 3: 38 percent / DMAP; EDCI / CH2Cl2 / 5 h / 20 °C
  • 35
  • [ 52959-28-1 ]
  • 4,6-bis[2-(3-methyl-butoxy)-ethoxy]-isophthalic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: anhydrous K2CO3 / dimethylformamide / 72 h / 100 °C 2: 4.26 g / NaOH / methanol / 2 h / Heating
  • 36
  • [ 52959-28-1 ]
  • {2-[5-(2-<i>tert</i>-butoxycarbonylamino-ethoxy)-2,4-bis-chlorocarbonyl-phenoxy]-ethyl}-carbamic acid <i>tert</i>-butyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 78 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 48 h / 20 °C 2: 84 percent / lithium hydroxide / methanol; tetrahydrofuran; H2O / 24 h 3: oxalyl chloride; pyridine / tetrahydrofuran; dimethylformamide / 0.75 h
  • 37
  • [ 52959-28-1 ]
  • [ 872675-27-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 78 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran; toluene / 48 h / 20 °C 2: 84 percent / lithium hydroxide / methanol; tetrahydrofuran; H2O / 24 h
  • 38
  • [ 52959-28-1 ]
  • [ 890705-79-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 79 percent / pyridine / CH2Cl2 / 0.67 h / 20 °C 2: 88 percent / triethylamine; CuI / Pd(dppf)Cl2 / tetrahydrofuran / 45 °C 3: 56 percent / ammonia / ethanol / 140 °C 4: 42 percent / phosphorus oxybromide; potassium carbonate / acetonitrile / 5 h / Heating
  • 39
  • [ 52959-28-1 ]
  • [ 890705-78-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 79 percent / pyridine / CH2Cl2 / 0.67 h / 20 °C 2: 88 percent / triethylamine; CuI / Pd(dppf)Cl2 / tetrahydrofuran / 45 °C 3: 56 percent / ammonia / ethanol / 140 °C
  • 40
  • [ 52959-28-1 ]
  • [ 890705-74-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: 79 percent / pyridine / CH2Cl2 / 0.67 h / 20 °C 2.1: 88 percent / triethylamine; CuI / Pd(dppf)Cl2 / tetrahydrofuran / 45 °C 3.1: 56 percent / ammonia / ethanol / 140 °C 4.1: 42 percent / phosphorus oxybromide; potassium carbonate / acetonitrile / 5 h / Heating 5.1: n-butyllithium; ZnCl2 / hexane; tetrahydrofuran / -78 - 20 °C 5.2: 80 percent / Pd(P(C6H5)3)4 / tetrahydrofuran; hexane / Heating
  • 41
  • [ 52959-28-1 ]
  • [ 890705-77-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 79 percent / pyridine / CH2Cl2 / 0.67 h / 20 °C 2: 88 percent / triethylamine; CuI / Pd(dppf)Cl2 / tetrahydrofuran / 45 °C
  • 42
  • [ 52959-28-1 ]
  • 4,6-di(isobutoxy)isophthalic acid monomethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85 percent / K2CO3 / dimethylformamide / 48 h / Heating 2: 62.6 percent / NaOH / H2O; tetrahydrofuran / 12 h / 20 °C
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C 2: potassium hydroxide / methanol; dimethyl sulfoxide / 8 h / 100 °C
  • 43
  • [ 52959-28-1 ]
  • [ 874210-36-3 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85 percent / K2CO3 / dimethylformamide / 48 h / Heating 2: 91 percent / KOH / H2O; methanol / Heating
  • 44
  • [ 52959-28-1 ]
  • 4,6-bis-(3-carboxy-propoxy)-isophthalic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85.1 percent / K2CO3; KI / dimethylformamide / 48 h / Heating 2: 10 percent / lithium hydroxide monohydrate / methanol / 20 °C
  • 45
  • [ 52959-28-1 ]
  • 5-Chlorocarbonyl-2,4-bis-[(S)-2-(3-methyl-butoxy)-propoxy]-benzoic acid methyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating 3: oxalyl chloride; DMF / CH2Cl2 / 1 h / Heating
  • 46
  • [ 52959-28-1 ]
  • 2,4-bis((S)-2-(isopentyloxy)propoxy)-5-(methoxycarbonyl)benzoic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating
  • 47
  • [ 52959-28-1 ]
  • 4,6-Bis-[(S)-2-(3-methyl-butoxy)-propoxy]-isophthaloyl dichloride [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 83.3 percent / KOH / H2O; methanol / Heating 3: oxalyl chloride; DMF / CH2Cl2
  • 48
  • [ 52959-28-1 ]
  • 4,6-bis[2-(3-methylbutoxy)propoxy]isophthalic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 83.3 percent / KOH / H2O; methanol / Heating
  • 49
  • [ 52959-28-1 ]
  • 4,6-bis-(3-<i>tert</i>-butoxycarbonyl-propoxy)-isophthalic acid monomethyl ester [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85.1 percent / K2CO3; KI / dimethylformamide / 48 h / Heating 2: 72 percent / lithium hydroxide monohydrate / methanol / 20 °C
  • 50
  • [ 52959-28-1 ]
  • 4,6-bis[3-(tert-butoxycarbonyl)propoxy]isophthalic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 85.1 percent / K2CO3; KI / dimethylformamide / 48 h / Heating 2: 5 percent / lithium hydroxide monohydrate / methanol / 20 °C
Multi-step reaction with 2 steps 1: 85.1 percent / K2CO3; KI / dimethylformamide / 48 h / Heating 2: 15 percent / lithium hydroxide monohydrate / H2O; methanol / 15 h / 20 °C
  • 51
  • [ 52959-28-1 ]
  • 4,6-bis[3-(tert-butoxycarbonylamino)propoxy]isophthalic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 86.6 percent / K2CO3; KI / dimethylformamide / 36 h / 90 °C 2: 93.9 percent / NaOH / H2O; methanol; tetrahydrofuran / 1 h / Heating
  • 52
  • [ 52959-28-1 ]
  • <i>N</i>,<i>N</i>'-bis-(5-amino-2,4-dimethoxy-phenyl)-4,6-bis-[2-(3-methyl-butoxy)-propoxy]-isophthalamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 83.3 percent / KOH / H2O; methanol / Heating 3: oxalyl chloride; DMF / CH2Cl2 4: triethylamine / CH2Cl2 / 20 °C 5: H2 / Pd/C / ethanol; CHCl3 / 4 h / 48 °C / 0.03 Torr
  • 53
  • [ 52959-28-1 ]
  • <i>N</i>,<i>N</i>'-bis-(2,4-dimethoxy-5-nitro-phenyl)-4,6-bis-[2-(3-methyl-butoxy)-propoxy]-isophthalamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 83.3 percent / KOH / H2O; methanol / Heating 3: oxalyl chloride; DMF / CH2Cl2 4: triethylamine / CH2Cl2 / 20 °C
  • 54
  • [ 52959-28-1 ]
  • C56H82Cl2N2O14 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 6 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating 3: oxalyl chloride; DMF / CH2Cl2 / 1 h / Heating 4: 2.18 g / triethylamine / CH2Cl2 / 6 h / 20 °C 5: 86.2 percent / KOH / H2O / 3 h / Heating 6: oxalyl chloride; DMF / CH2Cl2
  • 55
  • [ 52959-28-1 ]
  • C58H88N2O16 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating 3: oxalyl chloride; DMF / CH2Cl2 / 1 h / Heating 4: 2.18 g / triethylamine / CH2Cl2 / 6 h / 20 °C
  • 56
  • [ 52959-28-1 ]
  • C56H84N2O16 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating 3: oxalyl chloride; DMF / CH2Cl2 / 1 h / Heating 4: 2.18 g / triethylamine / CH2Cl2 / 6 h / 20 °C 5: 86.2 percent / KOH / H2O / 3 h / Heating
  • 57
  • [ 52959-28-1 ]
  • C72H100N6O22 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 7 steps 1: 54.5 percent / K2CO3 / dimethylformamide / 48 h / 100 °C 2: 68.6 percent / KOH / H2O; methanol / 3 h / Heating 3: oxalyl chloride; DMF / CH2Cl2 / 1 h / Heating 4: 2.18 g / triethylamine / CH2Cl2 / 6 h / 20 °C 5: 86.2 percent / KOH / H2O / 3 h / Heating 6: oxalyl chloride; DMF / CH2Cl2 7: 0.20 g / triethylamine / CH2Cl2 / 20 °C
  • 58
  • [ 52959-28-1 ]
  • [ 7168-99-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 93 percent / K2CO3 / acetone / 72 h / Heating 2: 92.1 percent / NaOH / methanol; H2O / 4 h / Heating
  • 59
  • [ 52959-28-1 ]
  • [ 267897-58-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 88 percent / K2CO3 / dimethylformamide / 48 h / Heating 2: 96 percent / KOH / tetrahydrofuran; H2O / 2 h / Heating
Multi-step reaction with 2 steps 1: 88 percent / K2CO3 / dimethylformamide; methanol / 48 h / 100 °C 2: 93 percent / aq. NaOH / methanol / 0.67 h / Heating
  • 60
  • [ 52959-28-1 ]
  • [ 345625-94-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 88 percent / K2CO3 / methanol; dimethylformamide / 48 h / 100 °C 2: 61 percent / KOH / dimethylsulfoxide; methanol / 3 h / 130 °C
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide; methanol / 16 h / 100 °C 2: sodium hydroxide / methanol / 48 h / 80 °C
  • 61
  • [ 52959-28-1 ]
  • [ 267897-60-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1: 88 percent / K2CO3 / dimethylformamide; methanol / 48 h / 100 °C 2: 93 percent / aq. NaOH / methanol / 0.67 h / Heating 3: 69 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole; Et3N / dimethylformamide / 6 h 4: 90 percent / aq. NaOH / methanol / 0.67 h / Heating
  • 62
  • [ 52959-28-1 ]
  • [ 267897-59-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 88 percent / K2CO3 / dimethylformamide; methanol / 48 h / 100 °C 2: 93 percent / aq. NaOH / methanol / 0.67 h / Heating 3: 69 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole; Et3N / dimethylformamide / 6 h
  • 63
  • [ 52959-28-1 ]
  • N,N'-bis[(((3'-((hexylamino)carbonyl)-4-(octyloxy)phenyl)amino)carbonyl)methyl]-4,6-bis(octyloxy)-1,3-benzenedicarboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1: 88 percent / K2CO3 / dimethylformamide; methanol / 48 h / 100 °C 2: 93 percent / aq. NaOH / methanol / 0.67 h / Heating 3: 69 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole; Et3N / dimethylformamide / 6 h 4: 90 percent / aq. NaOH / methanol / 0.67 h / Heating 5: 79 percent / 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide*HCl; 1-hydroxybenzotriazole / dimethylformamide / 6 h / 20 °C
  • 64
  • [ 108-46-3 ]
  • [ 52959-28-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 45 percent / 3 h / 210 °C 2: 90 percent / conc. H2SO4 / 48 h / Heating
  • 65
  • [ 15540-79-1 ]
  • [ 52959-28-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: NaNO2; aqueous H2SO4 / Erwaermen des Reaktionsgemisches mit wss. H2SO4 2: diethyl ether; ethanol
  • 66
  • C21H41ClN2O2 [ No CAS ]
  • [ 52959-28-1 ]
  • [ 1031691-56-1 ]
YieldReaction ConditionsOperation in experiment
76% With potassium carbonate; potassium iodide In acetone for 7h; Heating;
  • 67
  • [ 1031691-45-8 ]
  • [ 52959-28-1 ]
  • [ 1031691-51-6 ]
YieldReaction ConditionsOperation in experiment
81% Stage #1: dimethyl 4,6-dihydroxyisophthalate With potassium carbonate In acetone for 0.5h; Stage #2: 2-(2-(dioctylamino)-2-oxoethyl-amino)-2-oxoethyl chloride With potassium iodide In acetone for 7h; Heating; Further stages.;
  • 68
  • [ 112-29-8 ]
  • [ 52959-28-1 ]
  • [ 1052717-00-6 ]
YieldReaction ConditionsOperation in experiment
87% With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere;
  • 69
  • [ 52959-28-1 ]
  • [ 192378-93-1 ]
  • [ 1156504-65-2 ]
YieldReaction ConditionsOperation in experiment
35% With tetrabutylammomium bromide; potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 80℃; for 168h; Inert atmosphere;
  • 70
  • [ 52959-28-1 ]
  • [ 109-73-9 ]
  • [ 1031691-43-6 ]
YieldReaction ConditionsOperation in experiment
45% In N,N-dimethyl-formamide at 75℃; for 7h;
  • 71
  • [ 52959-28-1 ]
  • [ 1359296-24-4 ]
  • [ 1359296-32-4 ]
YieldReaction ConditionsOperation in experiment
76.4% With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h;
  • 72
  • [ 52959-28-1 ]
  • [ 107-82-4 ]
  • [ 1359296-31-3 ]
YieldReaction ConditionsOperation in experiment
70% With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h;
  • 73
  • [ 52959-28-1 ]
  • [ 87549-18-6 ]
  • [ 1454693-35-6 ]
YieldReaction ConditionsOperation in experiment
Stage #1: dimethyl 4,6-dihydroxyisophthalate; 2-hexyldecyl-4-methylbenzene sulfonate With potassium carbonate In N,N-dimethyl-formamide Stage #2: With potassium hydroxide In methanol; water Stage #3: With hydrogenchloride In methanol; water
  • 74
  • [ 52959-28-1 ]
  • [ 87549-18-6 ]
  • [ 1454693-36-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide 2: oxalyl dichloride / dichloromethane
  • 75
  • [ 52959-28-1 ]
  • [ 1373944-94-5 ]
  • [ 1454693-40-3 ]
YieldReaction ConditionsOperation in experiment
43 mg With triethylamine In dichloromethane at -20℃; Inert atmosphere;
  • 76
  • [ 52959-28-1 ]
  • [ 1454709-91-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C
  • 77
  • [ 52959-28-1 ]
  • [ 1454709-92-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C
  • 78
  • [ 52959-28-1 ]
  • [ 1454709-94-4 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 80 °C
  • 79
  • [ 52959-28-1 ]
  • [ 1454710-02-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C 4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 5.1: potassium hydroxide; water / methanol / 72 h / Reflux
  • 80
  • [ 52959-28-1 ]
  • [ 1454710-03-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C 4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere 5.1: potassium hydroxide; water / methanol / 72 h / Reflux
  • 81
  • [ 52959-28-1 ]
  • [ 1454709-98-8 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C 4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
  • 82
  • [ 52959-28-1 ]
  • [ 1454709-99-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C 4.1: triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere
  • 83
  • [ 52959-28-1 ]
  • [ 1454710-10-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere 5.1: trifluoroacetic acid / 20 °C
Multi-step reaction with 5 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 80 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere 5.1: trifluoroacetic acid / 20 °C
  • 84
  • [ 52959-28-1 ]
  • [ 1454710-06-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 80 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere
  • 85
  • [ 52959-28-1 ]
  • [ 1454710-11-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 5 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 80 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere 5.1: trifluoroacetic acid / 20 °C
  • 86
  • [ 52959-28-1 ]
  • [ 1454710-07-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 4 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 80 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h 4.1: triethylamine / dichloromethane / 0 °C / Inert atmosphere
  • 87
  • [ 52959-28-1 ]
  • C19H27ClO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h 1.2: 72 h / 100 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1.5 h / 20 °C
  • 88
  • [ 52959-28-1 ]
  • C17H23ClO5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h 1.2: 48 h / 80 °C 2.1: potassium hydroxide; water / methanol / 24 h / 60 °C 3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C
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