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CAS No. : | 1118916-80-5 | MDL No. : | N/A |
Formula : | C23H29ClN2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | DJVXHXYBTVBZMP-UHFFFAOYSA-M |
M.W : | 368.94 g/mol | Pubchem ID : | 87162954 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313 | UN#: | N/A |
Hazard Statements: | H315-H319 | Packing Group: | N/A |
GHS Pictogram: |
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* 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.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
985 mg | With hydrogenchloride; acetic anhydride In water; toluene at 90℃; for 13.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With KO-t-Bu In tetrahydrofuran imidazolium salt, KO-t-Bu and Ir complex reacted in THF at room temp. for 16 h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
75% | Stage #1: 4,5-dimethyl-1,3-bis-(2,4,6-trimethylphenyl)-3H-imidazol-1-ium chloride With potassium hexamethylsilazane In toluene for 2h; Inert atmosphere; Stage #2: carbon dioxide In tetrahydrofuran; toluene at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99% | In dichloromethane at 20℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With potassium <i>tert</i>-butylate In tetrahydrofuran at 20℃; for 1h; Glovebox; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: acetic acid / neat (no solvent) / 3 h / 160 °C 2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 24 h / 110 °C 2.2: 15 h / 90 °C | ||
Multi-step reaction with 2 steps 1: formic acid / methanol; water / 48 h / 0 - 20 °C 2: hydrogenchloride / 1,4-dioxane; ethyl acetate / 8 h / 20 °C | ||
Multi-step reaction with 2 steps 1: formic acid / methanol / 24 h / 20 °C 2: hydrogenchloride / 1,4-dioxane / 3 h / Milling; Green chemistry |
Multi-step reaction with 2 steps 1.1: acetic acid / 3.5 h / 140 - 160 °C 2.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 20 h / 110 °C 2.2: 13.5 h / 90 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
89% | Stage #1: N,N'-dimesitylformamidine; 3-chloro-2-butanone With N-ethyl-N,N-diisopropylamine In acetonitrile at 110℃; for 20h; Stage #2: With hydrogenchloride; acetic anhydride In water; toluene at 90℃; for 13.5h; | The product A (3.0mmol, 841mg, 1 equiv) obtained in the previous step,Acetonitrile (6.0mL) was placed in a 25mL round bottom flask,Then add diisopropylethylamine (3.6mmol, 0.59mL, 1.2equiv)And 3-chloro-2-butanone (6.0mmol, 0.61mL, 2equiv)Add dropwise to a round bottom flask, and stir the reaction solution at 110° C. for 20 h.The progress of the reaction was monitored by TLC (CH2Cl2/MeOH = 10:1).After the raw materials are reacted, the low boiling solvent is removed by rotary evaporation.Dissolve the residue in toluene (7.6mL),In acetic anhydride (9.0 mmol, 0.85 mL, 3 equiv) and 0.38 mL of 37% hydrochloric acid (4.5 mmol HCl, 1.5 equiv), the mixture was stirred at 90° C. for 13.5 h. After the completion of the reaction, the reaction was monitored by TLC (CH2Cl2/MeOH=10:1). The mixture was transferred to a separatory funnel containing CH2Cl2/H2O=1:1 (100 mL). After the two phases were separated, the aqueous layer was extracted with CH2Cl2 (3 times×50mL/time), the organic phases were combined, dried over anhydrous magnesium sulfate, filtered, and the crude product was spin-dried. After that, it was separated by column chromatography. The target product (CH2Cl2 :MeOH=10:1, Rf=0.6), the solvent was removed by a rotary evaporator to obtain the target product B as a white solid (985 mg, 89%). |
68% | Stage #1: N,N'-dimesitylformamidine; 3-chloro-2-butanone With N-ethyl-N,N-diisopropylamine In acetonitrile at 110℃; for 24h; Stage #2: With hydrogenchloride; acetic anhydride In water; toluene; acetonitrile at 90℃; for 15h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
31% | Stage #1: 4,5-dimethyl-1,3-bis-(2,4,6-trimethylphenyl)-3H-imidazol-1-ium chloride With n-butyllithium; N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; Stage #2: dimesitylfluoroborane In tetrahydrofuran; hexane at -78℃; for 3h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere 1.2: 3 h / -78 °C 2.1: benzene-d6 / 72 h / UV-irradiation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
56% | In tetrahydrofuran for 3h; Inert atmosphere; Schlenk technique; Reflux; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane Darkness; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: dichloromethane / Darkness 2: dichloromethane |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride In 1,4-dioxane; ethyl acetate at 20℃; for 8h; | ||
156 mg | With hydrogenchloride In 1,4-dioxane for 3h; Milling; Green chemistry; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
429.2 mg | With potassium hexafluorophosphate In water for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: water / 0.5 h 2: sodium hydroxide / 3 h / Milling |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: potassium hexafluorophosphate / water / 0.5 h 2: sodium hydroxide / 3 h / Milling |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
434.9 mg | In water for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium <i>tert</i>-butylate In (2)H8-toluene at 60℃; for 1h; Glovebox; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium <i>tert</i>-butylate In (2)H8-toluene at 20℃; for 1h; Glovebox; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium <i>tert</i>-butylate In (2)H8-toluene at 60℃; for 1h; Glovebox; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
82% | With air In benzonitrile for 6h; Milling; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With bis(1,5-cyclooctadiene)diiridium(I) dichloride; sodium t-butanolate at 200℃; for 18h; Glovebox; Inert atmosphere; Sealed tube; |
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