Diisopropyl Ether → HCID 178526613, compound

HRID 1843641Notes

Reaction equation

HRID 1843641 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:14]=[CH:13][NH:12][N:11]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[I:15]N1C(=O)CCC1=O.C(OC(C)C)(C)C>CN(C)C=O>[I:15][C:14]1[C:10]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[N:11][NH:12][CH:13]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 120273N-IodosuccinimideHCID 178526599HCID 178526599, compound

Product 1

HCID 178526613HCID 178526613, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

2.1 g (11 mmol) of 3-(3-nitrophenyl)-1H-pyrazole were dissolved in 25 ml of dry dimethylformamide and 2.63 g (11.7 mmol) of N-iodosuccinimide were added. After 5 hours under stirring at 70° C. the most part of solvent was removed in vacuo and an aqueous solution of sodium thiosulphate was added and the product extracted several times with dichloromethane. The organic phase was then dried over sodium sulphate and evaporated to give, after trituration with diisopropylether, 2.6 g (74%) of the title compound.

Workup

  1. customwas removed in vacuo
  2. additionan aqueous solution of sodium thiosulphate was added
  3. extractionthe product extracted several times with dichloromethane
  4. dry with materialThe organic phase was then dried over sodium sulphate
  5. customevaporated
  6. customto give

Sources & evidence

ORD record
ord-55792a98bd0b404b85ab91d3c050897d
Source dataset
uspto-grants-2015_02
Patent number
US08946250B2

Reaction notes

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