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[ CAS No. 15862-94-9 ]

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Chemical Structure| 15862-94-9
Chemical Structure| 15862-94-9
Structure of 15862-94-9 * Storage: {[proInfo.prStorage]}

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Product Details of [ 15862-94-9 ]

CAS No. :15862-94-9 MDL No. :MFCD11639225
Formula : C9H10ClNO4 Boiling Point : -
Linear Structure Formula :- InChI Key :N/A
M.W :231.63 g/mol Pubchem ID :-
Synonyms :

Safety of [ 15862-94-9 ]

Signal Word:Danger Class:8
Precautionary Statements:P501-P273-P260-P234-P264-P280-P390-P391-P303+P361+P353-P301+P330+P331-P363-P304+P340+P310-P305+P351+P338+P310-P406-P405 UN#:3261
Hazard Statements:H314-H410-H290 Packing Group:
GHS Pictogram:

Application In Synthesis of [ 15862-94-9 ]

  • Downstream synthetic route of [ 15862-94-9 ]

[ 15862-94-9 ] Synthesis Path-Downstream   1~17

  • 1
  • [ 15862-94-9 ]
  • [ 617-27-6 ]
  • 2-(4,5-Dimethoxy-2-nitro-benzylamino)-propionic acid ethyl ester [ No CAS ]
  • 2
  • [ 15862-94-9 ]
  • [ 859502-26-4 ]
  • 3
  • [ 2058-74-4 ]
  • [ 15862-94-9 ]
  • 3-(4,5-dimethoxy-2-nitro-benzyl)-3-hydroxy-1-methyl-1,3-dihydro-indol-2-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% General procedure: All materials were dried for one day at 120 C. Chloride and carbonyl derivatives were introduced into a Schlenk of 30 mL. Products were put in vacuo, then under nitrogen. An appropriate volume of anhydrous DMF was added after 10 min of nitrogen bubbling. The solution was vigorously stirred for 20 min at -20 C. TDAE was added slowly under inert atmosphere. The reaction was stirred for one hour. The second reaction phase was performed at rt or at temperature according to procedure of synthesis. The reaction was hydrolysed with distilled water after TLC analysis clearly showed that the chloride 1 had been totally consumed. The aqueous solution was extracted with dichloromethane and the combined organic layers washed with brine then dried on MgSO4.
  • 5
  • [ 15862-94-9 ]
  • [ 609-09-6 ]
  • [ 66773-30-6 ]
YieldReaction ConditionsOperation in experiment
72% General procedure: All materials were dried for one day at 120 C. Chloride and carbonyl derivatives were introduced into a Schlenk of 30 mL. Products were put in vacuo, then under nitrogen. An appropriate volume of anhydrous DMF was added after 10 min of nitrogen bubbling. The solution was vigorously stirred for 20 min at -20 C. TDAE was added slowly under inert atmosphere. The reaction was stirred for one hour. The second reaction phase was performed at rt or at temperature according to procedure of synthesis. The reaction was hydrolysed with distilled water after TLC analysis clearly showed that the chloride 1 had been totally consumed. The aqueous solution was extracted with dichloromethane and the combined organic layers washed with brine then dried on MgSO4.
  • 6
  • [ 15862-94-9 ]
  • [ 57592-42-4 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(2'-fluoro[1,1'-biphenyl]-4-yl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 7
  • [ 15862-94-9 ]
  • [ 99163-12-9 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(4-(pyridin-4-yl)phenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
50% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 8
  • [ 15862-94-9 ]
  • [ 127406-55-7 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(4-(pyridin-3-yl)phenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
56% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 9
  • [ 15862-94-9 ]
  • [ 107834-03-7 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(4-(thiophen-2-yl)phenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
55% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 10
  • [ 15862-94-9 ]
  • [ 66-98-8 ]
  • 4'-(2-(4,5-dimethoxy-2-nitrophenyl)-1-hydroxyethyl)[1,1'-biphenyl]-4-carbaldehyde [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 11
  • [ 15862-94-9 ]
  • [ 90035-34-0 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(4'-(trifluoromethyl)[1,1'-biphenyl]-4-yl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
92% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 12
  • [ 15862-94-9 ]
  • [ 52988-34-8 ]
  • 2-(4,5-dimethoxy-2-nitrophenyl)-1-(4'-methoxy[1,1'-biphenyl]-4-yl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
64% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 13
  • [ 15862-94-9 ]
  • [ 80565-30-6 ]
  • 1-(4'-chloro[1,1'-biphenyl]-4-yl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
40% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 14
  • [ 15862-94-9 ]
  • [ 50670-58-1 ]
  • 1-(4'-bromo[1,1'-biphenyl]-4-yl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
62% General procedure: To a glass vessel capable of being sealed with Teflon cap (for microwave vials) were added 1 and benzaldehyde derivative (3 equiv.). The vessel was capped and then, evacuated and backfilled with N2 (process repeated 3X). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20min at-20C. TDAE was added slowly and the mixture was stirred for 1h. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolysed with distilled water. The mixture was then extracted with dichloromethane. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off and concentrated under reduced pressure to afford the corresponding crude product 3.
  • 15
  • [ 15862-94-9 ]
  • [ 99662-34-7 ]
  • 1-(4-(1H-pyrazol-1-yl)phenyl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
63% General procedure: To a glass vessel suitable for sealing with Teflon cap (for microwave vials) were added 1-(chloromethyl)-4,5-dimethoxy-2-nitrobenzene (1 equiv.) [34] and benzaldehyde derivative (3 equiv.) The vessel was capped and then evacuated and backfilled with N2 (thrice-repeated process). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20minat-20C. TDAE (1.06 equiv.) was added slowly and the mixture was stirred for one hour. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolyzed with water. The mixture was then extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off, and concentrated under reduced pressure to afford the corresponding crude product.
  • 16
  • [ 15862-94-9 ]
  • [ 27996-86-7 ]
  • 1-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
  • 1-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
  • 17
  • [ 15862-94-9 ]
  • [ 27996-86-7 ]
  • 1-(4-(1H-1,2,4-triazol-1-yl)phenyl)-2-(4,5-dimethoxy-2-nitrophenyl)ethanol [ No CAS ]
YieldReaction ConditionsOperation in experiment
57% General procedure: To a glass vessel suitable for sealing with Teflon cap (for microwave vials) were added 1-(chloromethyl)-4,5-dimethoxy-2-nitrobenzene (1 equiv.) [34] and benzaldehyde derivative (3 equiv.) The vessel was capped and then evacuated and backfilled with N2 (thrice-repeated process). Anhydrous DMF (3.5mL/mmol) was introduced and the solution was vigorously stirred for 20minat-20C. TDAE (1.06 equiv.) was added slowly and the mixture was stirred for one hour. Then, the reaction was stirred at room temperature overnight. After LC-MS analysis clearly showed that the chloride had been totally consumed, the reaction was hydrolyzed with water. The mixture was then extracted with ethyl acetate. The combined organic layers were washed with water and brine, dried over Na2SO4, filtered off, and concentrated under reduced pressure to afford the corresponding crude product.
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