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[ CAS No. 64106-78-1 ] {[proInfo.proName]}

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Chemical Structure| 64106-78-1
Chemical Structure| 64106-78-1
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Product Details of [ 64106-78-1 ]

CAS No. :64106-78-1 MDL No. :MFCD01536448
Formula : C10H14N2O2 Boiling Point : -
Linear Structure Formula :- InChI Key :-
M.W : 194.23 Pubchem ID :-
Synonyms :

Safety of [ 64106-78-1 ]

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Application In Synthesis of [ 64106-78-1 ]

* 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 [ 64106-78-1 ]

[ 64106-78-1 ] Synthesis Path-Downstream   1~50

  • 1
  • [ 19241-17-9 ]
  • [ 64106-78-1 ]
  • [ 84396-87-2 ]
YieldReaction ConditionsOperation in experiment
98%
  • 2
  • [ 19241-17-9 ]
  • [ 64106-78-1 ]
  • 5-(2,6-Dimethyl-phenoxymethyl)-4-(3,4-dimethyl-phenyl)-4H-[1,2,4]triazole-3-thiol [ No CAS ]
YieldReaction ConditionsOperation in experiment
90% With sodium hydroxide for 5h; Heating;
  • 3
  • [ 6279-47-6 ]
  • [ 64106-78-1 ]
YieldReaction ConditionsOperation in experiment
72% With hydrazine hydrate In ethanol Reflux; Synthesis of 2-(4-nitrophenoxy)acetohydrazide 3a. General procedure: To a solution of 2a (0.1 mol) in ethanol (40mL) hydrazine hydrate(0.1 mol) was added dropwisely. Then, the mixture was heated to refluxing temperature and reacted for 4-5 h. When the reaction was completed, the mixture was poured into ice water (100 mL). The precipitated solid was filtrated, washed and dried. Then the crude product was recrystallized by using the mixture of DMF and H2O (1:1) to give 3a as gray solid in 85% yield, mp 138-140°C. All the other compounds are synthesized the same procedure (Scheme 1).
With hydrazine hydrate In ethanol Heating;
With hydrazine hydrate Heating;
  • 4
  • [ 64106-78-1 ]
  • [ 575-65-5 ]
  • (2,6-Dimethyl-phenoxy)-acetic acid [1-(2-fluoro-5-methyl-phenyl)-prop-(Z)-ylidene]-hydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
53% In methanol for 4h; Heating;
  • 5
  • [ 64106-78-1 ]
  • [ 59396-51-9 ]
  • (2,6-Dimethyl-phenoxy)-acetic acid [1-(2-fluoro-5-methyl-phenyl)-1-phenyl-meth-(Z)-ylidene]-hydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
76% In methanol for 4h; Heating;
  • 7
  • [ 64106-78-1 ]
  • [ 80309-37-1 ]
  • (2,6-Dimethyl-phenoxy)-acetic acid [1-(2-fluoro-5-methyl-phenyl)-but-(Z)-ylidene]-hydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
74% In methanol for 4h; Heating;
  • 8
  • [ 64106-78-1 ]
  • [ 141-97-9 ]
  • [ 76444-05-8 ]
YieldReaction ConditionsOperation in experiment
90% In ethanol for 3h; Heating;
  • 12
  • [ 64106-78-1 ]
  • [ 6590-94-9 ]
  • 4-(3,4-Dichloro-phenyl)-5-(2,6-dimethyl-phenoxymethyl)-4H-[1,2,4]triazole-3-thiol [ No CAS ]
YieldReaction ConditionsOperation in experiment
67% With sodium hydroxide for 5h; Heating;
  • 13
  • [ 64106-78-1 ]
  • [ 6590-94-9 ]
  • [ 84418-93-9 ]
YieldReaction ConditionsOperation in experiment
74%
  • 17
  • [ 64106-78-1 ]
  • [ 3288-04-8 ]
  • [ 64013-58-7 ]
YieldReaction ConditionsOperation in experiment
88% With sodium hydroxide for 5h; Heating;
  • 18
  • [ 64106-78-1 ]
  • [ 123-54-6 ]
  • 2-(2,6-Dimethyl-phenoxy)-1-(3,5-dimethyl-pyrazol-1-yl)-ethanone [ No CAS ]
YieldReaction ConditionsOperation in experiment
87% In methanol for 3h; Heating;
  • 20
  • [ 64106-78-1 ]
  • [ 867-44-7 ]
  • 5-(2,6-Dimethyl-phenoxymethyl)-1H-[1,2,4]triazol-3-ylamine; compound with sulfuric acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
20% In water; N,N-dimethyl-formamide for 10h; Heating;
  • 21
  • [ 64106-78-1 ]
  • [ 77799-80-5 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 86 percent 2: 60 percent / mercuric oxide / methanol / 2 h / Heating
Multi-step reaction with 2 steps 2: 42 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 22
  • [ 64106-78-1 ]
  • [5-(2,6-Dimethyl-phenoxymethyl)-[1,3,4]oxadiazol-2-yl]-(3,4-dimethyl-phenyl)-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 98 percent 2: 51 percent / mercuric oxide / methanol / 2 h / Heating
  • 23
  • [ 64106-78-1 ]
  • [5-(2,6-Dimethyl-phenoxymethyl)-[1,3,4]thiadiazol-2-yl]-(3,4-dimethyl-phenyl)-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 98 percent 2: 95 percent / concd. sulphuric acid / 2 h / Ambient temperature
  • 24
  • [ 64106-78-1 ]
  • (3,4-Dichloro-phenyl)-[5-(2,6-dimethyl-phenoxymethyl)-[1,3,4]oxadiazol-2-yl]-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 74 percent 2: 54 percent / mercuric oxide / methanol / 2 h / Heating
  • 25
  • [ 64106-78-1 ]
  • (3,4-Dichloro-phenyl)-[5-(2,6-dimethyl-phenoxymethyl)-[1,3,4]thiadiazol-2-yl]-amine [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 74 percent 2: 81 percent / concd. sulphuric acid / 2 h / Ambient temperature
  • 26
  • [ 64106-78-1 ]
  • 3-(2,6-Dimethyl-phenoxymethyl)-4-(3,4-dimethyl-phenyl)-5-methylsulfanyl-4H-[1,2,4]triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 90 percent / 8percent sodium hydroxide / 5 h / Heating 2: 67 percent / sodium acetate / methanol / 4 h / Heating
  • 27
  • [ 64106-78-1 ]
  • 3-(2,6-Dimethyl-phenoxymethyl)-4-(2-methoxy-phenyl)-5-methylsulfanyl-4H-[1,2,4]triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 88 percent / 8percent sodium hydroxide / 5 h / Heating 2: 86 percent / sodium acetate / methanol / 4 h / Heating
  • 28
  • [ 64106-78-1 ]
  • 4-(3,4-Dichloro-phenyl)-3-(2,6-dimethyl-phenoxymethyl)-5-methylsulfanyl-4H-[1,2,4]triazole [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: 67 percent / 8percent sodium hydroxide / 5 h / Heating 2: 76 percent / sodium acetate / methanol / 4 h / Heating
  • 29
  • [ 64106-78-1 ]
  • 4-Bromo-4-(bromo-phenyl-methyl)-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 55 percent / acetic acid 3: 90 percent / bromine / acetic acid
  • 30
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(2-chloro-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 60 percent / acetic acid 3: 92 percent / bromine / acetic acid
  • 31
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(2-hydroxy-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 50 percent / acetic acid 3: 82 percent / bromine / acetic acid
  • 32
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(3-hydroxy-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 42 percent / acetic acid 3: 70 percent / bromine / acetic acid
  • 33
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(3-chloro-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 55 percent / acetic acid 3: 90 percent / bromine / acetic acid
  • 34
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(4-hydroxy-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 53 percent / acetic acid 3: 90 percent / bromine / acetic acid
  • 35
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(4-chloro-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 62 percent / acetic acid 3: 95 percent / bromine / acetic acid
  • 36
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(4-methoxy-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 48 percent / acetic acid 3: 87 percent / bromine / acetic acid
  • 37
  • [ 64106-78-1 ]
  • 4-Bromo-4-[bromo-(4-dimethylamino-phenyl)-methyl]-2-[2-(2,6-dimethyl-phenoxy)-acetyl]-5-methyl-2,4-dihydro-pyrazol-3-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 3 steps 1: 90 percent / ethanol / 3 h / Heating 2: 44 percent / acetic acid 3: 74 percent / bromine / acetic acid
  • 38
  • [ 576-26-1 ]
  • [ 64106-78-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: K2CO3 / acetone 2: hydrazine hydrate / Heating
  • 39
  • [ 64106-78-1 ]
  • [ 77799-76-9 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 50 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 40
  • [ 64106-78-1 ]
  • [ 77799-77-0 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 54 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 41
  • [ 64106-78-1 ]
  • [ 77810-14-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 52 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 42
  • [ 64106-78-1 ]
  • [ 77799-82-7 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 57 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 43
  • [ 64106-78-1 ]
  • [ 77799-81-6 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 50 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 44
  • [ 64106-78-1 ]
  • [ 77799-78-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 48 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 45
  • [ 64106-78-1 ]
  • [ 77799-79-2 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 2: 43 percent / 4 N NaOH, 5 percent I2, / ethanol; various solvent(s) / Heating
  • 46
  • [ 576-26-1 ]
  • [ 64106-78-1 ]
YieldReaction ConditionsOperation in experiment
Multi-step reaction with 2 steps 1: K2CO3 / acetone / Heating 2: N2H4*H2O / ethanol / Heating
Multi-step reaction with 2 steps 1: caesium carbonate / acetonitrile / 24 h / 20 °C 2: ethanol / 24 h / 20 °C / Reflux
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / acetone / Reflux 2: hydrazine hydrate / ethanol / Reflux
  • 47
  • [ 1196-70-9 ]
  • [ 64106-78-1 ]
  • [ 1572184-23-6 ]
YieldReaction ConditionsOperation in experiment
26% In ethanol at 100℃; for 12h; Reflux; 49 Example 49. Synthesis of compound 258 Example 49. Synthesis of compound 2582-(2,6-dimethylphenoxy)acetohydrazide (100 mg, 0.51 mmol) and 1H-indol-6-carbaldehyde(74 mg, 0.51 mmol) were dissolved in EtOH 2 mL, followed by stirring at 100 °C for 12 hours.After removing the solvent, the residue was recrystallized with tetrahydrofuran and hexane toobtain Compound 258 (42 mg, 26 %).‘H NMR (400 MHz, DMSO-d6): ö 11.38 (m, 1H), 11.29 (m, 1H), 8.49, 8.04 (2s, 111), 7.71 (s, 0.5H), 7.58 (m, 1H), 7.52-7.27 (m, 2.5H), 7.05 (m, 2H), 6.96 (m, 1H), 6.45 (m, 1H), 4.79 (s, 2H), 4.37 (s, 2H), 2.27 (m, 6H).
  • 48
  • [ 38930-22-2 ]
  • [ 7803-57-8 ]
  • [ 64106-78-1 ]
YieldReaction ConditionsOperation in experiment
46% In ethanol at 20℃; for 24h; Reflux; 10.2 Step 2. Synthesis of 2-(2,6-dimethylphenoxy)acetohydrazide: Step 2. Synthesis of 2-(2,6-dimethylphenoxy)acetohydrazide: Methyl 2-(2,6-dimethylphenoxy)acetate (4.77 g, 24.6 mmol) and hydrazine monohydrate (1.43 mL, 29.4 mmol) were dissolved in ethanol, followed by stirring for 1 day under reflux. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The concentrated residue was dried and purified to obtained 2-(2,6- dimethylphenoxy)acetohydrazide (2.2 g, 46%) as a white solid.
  • 49
  • [ 1074-86-8 ]
  • [ 64106-78-1 ]
  • [ 1572183-70-0 ]
YieldReaction ConditionsOperation in experiment
43% In ethanol Reflux; 10.3 Step 3. Synthesis of (E)-N’-(( 1 H-indol-4-yl)methylene)-2-(2,6- dimethylphenoxy)acetohydrazide: Step 3. Synthesis of (E)-N’-(( 1 H-indol-4-yl)methylene)-2-(2,6- dimethylphenoxy)acetohydrazide: 2-(2,6-dimethylphenoxy)acetohydrazide (100 mg, 0.52 mmol) and indol-4-carboxaldehyde (82.2 mg, 0.57 mmol) were dissolved in ethanol, followed by stirring overnight under reflux. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure. The concentrated residue was dried and purified toobtain Compound 118 (71.6 mg, 43%) as a white solid.‘H NMR (400 MHz, DMSO-d6): 611.51,11.46 (s, 1H), 11.37 (bs, 1H), 8.70, 8.24 (s, 1H), 7.5 1-7.43 (m, 2H), 7.26-6.78 (m, 6H), 4.89, 4.41 (s, 2H), 2.29, 2.28 (m, 6H).
  • 50
  • 1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride [ No CAS ]
  • [ 64106-78-1 ]
  • 4-chloro-N'-(2-(2,6-dimethylphenoxy)acetyl)-3-ethyl-1-methyl-1H-pyrazole-5-carbohydrazide [ No CAS ]
YieldReaction ConditionsOperation in experiment
81.1% With triethylamine In ethyl acetate General Procedure for the Synthesis of Compound 6a~6n General procedure: 4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid was synthesized according to reference [17]. To a solution of SOCl2 (10 mL), 4-chloro-3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid (10 mmol) was added in batches, then the mixture was refluxed for 2h to give the acyl chloride. Then the acyl chloride(1 mmol) was dropwised into the solution of substituted acylhydrazine (1 mmol) in EtOAc(10 mL) using triethylamine (5.4 mmol) as base. The mixture was stirred at room temperature for overnight to give the crude product, and recrystallized by ethanol. The synthetic route is shown in Scheme 1.
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