Alternatived Products of [ 120868-66-8 ]
Product Details of [ 120868-66-8 ]
| CAS No. : | 120868-66-8 |
MDL No. : | |
| Formula : |
-
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | ADWTYURAFSWNSU-UHFFFAOYSA-N |
| M.W : | - |
Pubchem ID : | 15390532 |
| Synonyms : |
Imidacloprid-urea
|
Safety of [ 120868-66-8 ]
| Signal Word: | |
Class: | |
| Precautionary Statements: | |
UN#: | |
| Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 120868-66-8 ]
* 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.
- Upstream synthesis route of [ 120868-66-8 ]
- Downstream synthetic route of [ 120868-66-8 ]
- 1
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[ 32315-10-9 ]
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[ 101990-44-7 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 29% |
With triethylamine In acetonitrile room temperature, 3 h, reflux, 3 h; |
|
- 2
-
[ 120-93-4 ]
-
[ 70258-18-3 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 68% |
With potassium carbonate In isopropyl alcohol for 48h; Heating; |
|
| 12.19% |
Stage #1: imidazolidone With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h;
Stage #2: 2-chloro-5-(chloromethyl)pyridine In tetrahydrofuran; methanol at 20℃; for 16h; |
a a) l-((6-Chloropyridin-3-yl)methyl)imidazolidin-2-one (B-l )
To a stirred solution of imidazolidin-2-one (5.0 g, 58.07 mmol) in 200 mL of THF, was added potassium tert-butoxide (6.5 g, 58.07 mmol). The reaction mixture was stirred for 1 h at RT followed by addition of 2-chloro-5-(chloromethyl)pyridine (9.4 g, 58.07 mmol). The mixture was stirred for 4 h, MeOH (1.0 mL) was added followed by stirring for 12 h at RT. The reaction mixture was diluted with water and extracted with 10 % methanol and chloroform mixture. The combined extracts were washed with water and brine and dried over anhydrous sodium sulphate. The organic layer was concentrated. The residue obtained was triturated with diethyl ether and dried on vacuum to give the title compound (1.5 g, 12.19 %); LCMS [M+H] + 212.2. |
- 3
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[ 138261-41-3 ]
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[ 21543-49-7 ]
-
[ 120868-66-8 ]
-
1-(6-chloro-pyridin-3-ylmethyl)-1,3-dihydro-imidazol-2-one
[ No CAS ]
-
[ 131748-56-6 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With water Irradiation; |
|
- 4
-
[ 105827-78-9 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 95% |
With potassium hydroxide for 1h; Heating; |
|
| 35% |
With potassium hydroxide In water at 100℃; for 1h; |
|
|
With potassium hydroxide In water for 1h; reflux; |
|
|
With GO/Fe3O4/TiO2-NiO for 0.5h; UV-irradiation; |
2.3. Degradation of photocatalytic
To investigate the photocatalytic degradation of synthesizednanocomposite, the experiments were carried out as follows:The amount of 0.08 g of the weighed composition was pouredinto 3 mL of a 10 ppm solution of imidacloprid pesticide and thesolution was directly exposed to visible light and stirred for30 min. Then, the reaction mixture was used to study the degradationof imidacloprid by UV-Vis spectroscopy to measure theamount of imidacloprid pesticide left in the solution. This processwas carried out for all stages of final catalyst synthesis, and itsdegradation percentage is reported in Table 1. |
Reference：
[1]Rouchaud; Gustin; Wauters
[Bulletin of Environmental Contamination and Toxicology, 1996, vol. 56, # 1, p. 29 - 36]
[2]Location in patent: experimental part
Schippers, Nicole; Schwack, Wolfgang
[Journal of Agricultural and Food Chemistry, 2008, vol. 56, # 17, p. 8023 - 8029]
[3]Mukherjee, Irani; Gopal, Madhuban
[Pest Management Science, 2000, vol. 56, # 10, p. 932 - 936]
[4]Soltani-nezhad, Fateme; Saljooqi, Asma; Shamspur, Tayebeh; Mostafavi, Ali
[Polyhedron, 2019, vol. 165, p. 188 - 196]
- 5
-
[ 70258-18-3 ]
-
imidazolidin-2-ylidenenitrosoamine
[ No CAS ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 16% |
With potassium carbonate In acetonitrile for 23h; Heating; |
|
Reference：
[1]Novak, Lajos; Hornyanszky, Gabor; Kiraly, Imre; Rohaly, Janos; Kolonits, Pal; Szantay, Csaba
[Heterocycles, 2001, vol. 55, # 1, p. 45 - 58]
- 6
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[ 138261-41-3 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With water In methanol at 20℃; |
|
- 7
-
[ 105827-78-9 ]
-
[ 115970-17-7 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
In ethanol for 7h; UV-irradiation; Inert atmosphere; |
|
- 8
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1-[(6-chloropyridin-3-yl)methyl]-N-nitroimidazolin-2-one oxohydrazone
[ No CAS ]
-
[ 115970-17-7 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
In ethanol for 0.5h; UV-irradiation; Inert atmosphere; |
|
- 9
-
[ 105827-78-9 ]
-
[ 616-45-5 ]
-
[ 5326-23-8 ]
-
[ 6271-78-9 ]
-
[ 23100-12-1 ]
-
[ 463-04-7 ]
-
[ 625-74-1 ]
-
[ 120868-66-8 ]
- 10
-
[ 10400-19-8 ]
-
[ 120868-66-8 ]
-
[ 1311993-96-0 ]
| Yield | Reaction Conditions | Operation in experiment |
| 0.33 g |
With triethylamine In dichloromethane at 20 - 40℃; for 1h; Inert atmosphere; |
|
- 11
-
[ 22118-09-8 ]
-
[ 120868-66-8 ]
-
[ 1382531-38-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 89% |
In dichloromethane at 20℃; for 1h; Inert atmosphere; |
|
- 12
-
1-methyl-3-ethyl-4-chloro-1H-pyrazol-5-ylformylic acid chloride
[ No CAS ]
-
[ 120868-66-8 ]
-
[ 1311993-97-1 ]
| Yield | Reaction Conditions | Operation in experiment |
| 35% |
With triethylamine In dichloromethane at 20 - 40℃; for 5h; Inert atmosphere; |
|
- 13
-
[ 393870-46-7 ]
-
[ 120868-66-8 ]
-
[ 1392140-52-1 ]
| Yield | Reaction Conditions | Operation in experiment |
| 58% |
With triethylamine In dichloromethane at 20 - 40℃; for 5h; Inert atmosphere; |
|
- 14
-
[ 79-03-8 ]
-
[ 120868-66-8 ]
-
[ 1311993-93-7 ]
| Yield | Reaction Conditions | Operation in experiment |
| 84% |
With triethylamine In tetrahydrofuran for 1h; Reflux; Inert atmosphere; |
|
- 15
-
[ 98-88-4 ]
-
[ 120868-66-8 ]
-
[ 1311993-89-1 ]
| Yield | Reaction Conditions | Operation in experiment |
| 91% |
With triethylamine In tetrahydrofuran for 1h; Inert atmosphere; Reflux; |
|
- 16
-
[ 122-01-0 ]
-
[ 120868-66-8 ]
-
[ 1311993-90-4 ]
| Yield | Reaction Conditions | Operation in experiment |
| 94% |
With triethylamine In tetrahydrofuran for 1h; Reflux; Inert atmosphere; |
|
- 17
-
[ 122-04-3 ]
-
[ 120868-66-8 ]
-
[ 1311993-91-5 ]
| Yield | Reaction Conditions | Operation in experiment |
| 53% |
With triethylamine In toluene for 7h; Reflux; Inert atmosphere; |
|
- 18
-
[ 142-61-0 ]
-
[ 120868-66-8 ]
-
[ 1311993-94-8 ]
| Yield | Reaction Conditions | Operation in experiment |
| 89% |
With triethylamine In tetrahydrofuran for 1h; Reflux; Inert atmosphere; |
|
- 19
-
[ 120868-66-8 ]
-
[ 1382531-26-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 2 h / 82 °C / Inert atmosphere |
|
- 20
-
[ 120868-66-8 ]
-
[ 1382531-27-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 3 h / 82 °C / Inert atmosphere |
|
- 21
-
[ 120868-66-8 ]
-
[ 1382531-28-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 2 h / 82 °C / Inert atmosphere |
|
- 22
-
[ 120868-66-8 ]
-
[ 1382531-29-4 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 1 h / 82 °C / Inert atmosphere |
|
- 23
-
[ 120868-66-8 ]
-
[ 1382531-30-7 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 3 h / 82 °C / Inert atmosphere |
|
- 24
-
[ 120868-66-8 ]
-
[ 1382531-31-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 1 h / 82 °C / Inert atmosphere |
|
- 25
-
[ 120868-66-8 ]
-
[ 1382531-32-9 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 6.5 h / 82 °C / Inert atmosphere |
|
- 26
-
[ 120868-66-8 ]
-
[ 1382531-33-0 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 1.5 h / 82 °C / Inert atmosphere |
|
- 27
-
[ 120868-66-8 ]
-
[ 1382531-34-1 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 5.5 h / 82 °C / Inert atmosphere |
|
- 28
-
[ 120868-66-8 ]
-
[ 1382531-35-2 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 8 h / 82 °C / Inert atmosphere |
|
- 29
-
[ 120868-66-8 ]
-
[ 1382531-36-3 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: sodium hydrogencarbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 2 h / 82 °C / Inert atmosphere |
|
- 30
-
[ 120868-66-8 ]
-
[ 1382531-37-4 ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: dichloromethane / 1 h / 20 °C / Inert atmosphere
2.1: potassium carbonate / acetonitrile / 1 h / 82 °C / Inert atmosphere
2.2: 1 h / 82 °C / Inert atmosphere |
|
- 31
-
[ 120868-66-8 ]
-
[ 75-36-5 ]
-
[ 1311993-92-6 ]
| Yield | Reaction Conditions | Operation in experiment |
| 93% |
With triethylamine In tetrahydrofuran for 0.5h; Reflux; Inert atmosphere; |
|
- 32
-
[ 120868-66-8 ]
-
[ 79-30-1 ]
-
[ 1311993-95-9 ]
| Yield | Reaction Conditions | Operation in experiment |
| 87% |
With triethylamine In tetrahydrofuran for 1h; Reflux; Inert atmosphere; |
|
- 33
-
[ 120868-66-8 ]
-
[ 79-04-9 ]
-
[ 1311993-98-2 ]
| Yield | Reaction Conditions | Operation in experiment |
| 95% |
In dichloromethane at 20℃; for 1h; Inert atmosphere; |
|
- 34
-
[ 138261-41-3 ]
-
[ 18368-64-4 ]
-
[ 87156-71-6 ]
-
[ 115970-17-7 ]
-
[ 120868-66-8 ]
| Yield | Reaction Conditions | Operation in experiment |
|
With titanium(IV) oxide In acetonitrile for 18h; UV-irradiation; |
|
- 35
-
[ 120868-66-8 ]
-
1-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-3-((6-(1-ethoxyvinyl)pyridin-3-yl)methyl)imidazolidin-2-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 12 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 12 h / 100 °C
3.1: trans-bis(triphenylphosphine)palladium dichloride / toluene / 16 h / 100 °C |
|
- 36
-
[ 120868-66-8 ]
-
1-((6-chloropyridin-3-yl)methyl)-3-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)imidazolidin-2-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 12 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 12 h / 100 °C |
|
- 37
-
[ 120868-66-8 ]
-
1-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)-3-((6-isopropylpyridin-3-yl)methyl)imidazolidin-2-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 12 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 12 h / 100 °C
3.1: sodium carbonate; tetrakis(triphenylphosphine) palladium(0) / water; 1,2-dimethoxyethane / 12 h / 100 °C |
|
- 38
-
[ 120868-66-8 ]
-
1-((6-acetylpyridin-3-yl)methyl)-3-(3-(3,4-dihydroisoquinolin-2(1H)-yl)-2-hydroxypropyl)imidazolidin-2-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C
1.2: 12 h / 20 °C
2.1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 12 h / 100 °C
3.1: trans-bis(triphenylphosphine)palladium dichloride / toluene / 16 h / 100 °C
4.1: hydrogenchloride / tetrahydrofuran / 12 h / 20 °C |
|
- 39
-
[ 120868-66-8 ]
-
[ 3132-64-7 ]
-
1-((6-chloropyridin-3-yl)methyl)-3-(oxiran-2-ylmethyl)imidazolidin-2-one
[ No CAS ]
| Yield | Reaction Conditions | Operation in experiment |
| 79.36% |
Stage #1: 1-[(6-chloro-3-pyridinyl)-methyl]-imidazolidin-2-one With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h;
Stage #2: 1,2-Epoxy-3-bromopropane In N,N-dimethyl-formamide at 20℃; for 12h; |
b b) 1 -( < 6-Chloropyridin-3-yl )methyl)-3-( oxiran-2-ylmethyl jimidaz.olidin-2-one (B-2)
To a stirred solution of l-((6-chloropyridin-3-yl)methyl)imidazolidin-2-one (1.5 g, 7.1 mmol) in 20.0 mL of DMF was added NaH (0.426 g, 10.6 mmol) at 0 °C. The reaction mixture was stirred for 30 min at 0 °C. Epibromohydrin (1.46 g, 10.6 mmol) was then added followed by stirring for 12 h at RT. The reaction mixture was quenched with water and extracted with ethyl acetate. The combined extracts were washed with water and brine, dried over anhydrous sodium sulphate and concentrated. The residue was used without further purification (1.5 g, 79.36 %); LCMS [M+H] + 268.2. |
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