Ethanol → HCID 14989651, compound

HRID 1199677Notes

Reaction equation

HRID 1199677 reaction equation
[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]([CH3:22])[C:14]([CH2:17][CH2:18]CC#N)=[N:15][CH:16]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-:23].[Na+].[CH2:25]([OH:27])[CH3:26]>>[C:1]1([S:7]([NH:10][C:11]2[CH:12]=[C:13]([CH3:22])[C:14]([CH2:17][CH2:18][CH2:26][C:25]([OH:23])=[O:27])=[N:15][CH:16]=2)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 14989650HCID 14989650, compound

Product 1

HCID 14989651HCID 14989651, compound

Procedure

A solution of 5-benzenesulphonamido-2-(3-cyanopropyl)-3-methylpyridine (1.5 g) in ethanol (100 ml) and 15% w/v sodium hydroxide solution (20 ml) was refluxed for 8 hours. The ethanol was removed under reduced pressure and the pH of the remaining aqueous was adjusted to pH 4 when a white solid crystallised. The solid was collected and recrystallised from methanol to give the title compound (0.7 g) as white needles. m.p. 169°-179° C.

Workup

  1. temperaturewas refluxed for 8 hours
  2. customThe ethanol was removed under reduced pressure
  3. customcrystallised
  4. customThe solid was collected
  5. customrecrystallised from methanol

Sources & evidence

ORD record
ord-aa5457a569b54dbc9d07b21c0cea81a0
Source dataset
uspto-grants-1990_02
Patent number
US04902698

Reaction notes

Loading…