Sodium Azide → HCID 15512196, compound

HRID 1066882Notes

Reaction equation

HRID 1066882 reaction equation
CS(O[CH2:6][CH2:7][N:8]1[C:12]2[C:13]3[CH:18]=[CH:17][S:16][C:14]=3[CH2:15][C:11]=2[CH:10]=[N:9]1)(=O)=O.[N-:19]=[N+:20]=[N-:21].[Na+]>CN(C)C=O>[N:19]([CH2:6][CH2:7][N:8]1[C:12]2[C:13]3[CH:18]=[CH:17][S:16][C:14]=3[CH2:15][C:11]=2[CH:10]=[N:9]1)=[N+:20]=[N-:21]

Participants

4

Reactant 2

HCID 33557Sodium AzideHCID 15512195HCID 15512195, compound

Product 1

HCID 15512196HCID 15512196, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
70 °C

Procedure

A 0.75 g of 2-(1,4-dihydrothieno[2′,3′:4,5]cyclopenta[1,2-c]pyrazol-1-yl)ethyl methanesulfonate was dissolved in 10 ml of dimethylformamide, 0.47 g of sodium azide was added, and the mixture was stirred at 70° C. for 17 hours. After cooling, the reaction solution was poured into ice water and extracted with ether. The organic layers were combined, washed with brine and then dried with anhydrous magnesium sulfate. After removal of the drying agent, the solvent was concentrated under a reduced pressure to give 0.56 g of 1-(2-azidoethyl)-1,4-dihydrothieno[2′,3′:4,5]cyclopenta[1,2-c]pyrazole.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with ether
  3. washwashed with brine
  4. dry with materialdried with anhydrous magnesium sulfate
  5. customAfter removal of the drying agent
  6. concentrationthe solvent was concentrated under a reduced pressure

Sources & evidence

ORD record
ord-3488f9d3056d4a358ed57daaa8307d1d
Source dataset
uspto-grants-2001_06
Patent number
US06245796B1

Reaction notes

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