Dimethylformamide → HCID 10066486, compound

HRID 1494123Notes

Reaction equation

HRID 1494123 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

Conditions

Temperature
60 °C

Procedure

A mixture of 0.12 g (0.3 mmol) ethyl 8-methanesulfonyloxy-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° C. for 18 hours. 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. extractionextracted with ether
  2. washThe organic phase is washed with water, saturated brine
  3. customdried
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-44ba01edddcb480492c53983b3fa4ec4
Source dataset
uspto-grants-1991_06
Patent number
US05025025

Reaction notes

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