Dimethylformamide → HCID 10066486, compound

HRID 465581Notes

Reaction equation

HRID 465581 reaction equation
CS(O[CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([CH2:18][CH2:19][CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[S:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])(=O)=O.CN(C)C=O.[N-:32]=[N+:33]=[N-:34].[Na+]>O>[N:32]([CH2:6][CH2:7][CH2:8][CH2:9][CH:10]([CH2:18][CH2:19][CH2:20][C:21]1[CH:22]=[N:23][CH:24]=[CH:25][CH:26]=1)[S:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])=[N+:33]=[N-:34]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 33557Sodium AzideHCID 10250599HCID 10250599, compound

Product 1

HCID 10066486HCID 10066486, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.12 g (0.3 mmol) ethyl 8-methylsulfonyloxy-4-[3-(3-pyridyl)propyl]-3-thia-octanoate, 1,5 ml dimethylformamide and 0.062 g (0.95 mmol) sodium azide is heated at 60° for 18 h. The mixture is then poured into water and extracted with ether. The organic phase is washed with water, saturated brine, dried, filtered and evaporated to give ethyl 8-azido-4-[3-(3-pyridyl)propyl]-3-thia-octanoate; IR (CH2Cl2): 2099, 1732 cm-1.

Workup

  1. temperatureis heated at 60° for 18 h
  2. extractionextracted with ether
  3. washThe organic phase is washed with water, saturated brine
  4. customdried
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-33139983e1014c9196fdc20bd444d5ab
Source dataset
uspto-grants-1992_10
Patent number
US05153214

Reaction notes

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