Sodium Hydroxide → HCID 178485029, compound

HRID 373927Notes

Reaction equation

HRID 373927 reaction equation
[CH3:1][NH:2][C:3](=[N:18][C:19]#[N:20])[NH:4][C:5]1[CH:10]=[CH:9][C:8](/[CH:11]=[CH:12]/[CH2:13][C:14]([O:16]C)=[O:15])=[CH:7][CH:6]=1.[OH-].[Na+]>O1CCOCC1>[CH3:1][NH:2][C:3](=[N:18][C:19]#[N:20])[NH:4][C:5]1[CH:6]=[CH:7][C:8](/[CH:11]=[CH:12]/[CH2:13][C:14]([OH:16])=[O:15])=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 178485031HCID 178485031, compound

Product 1

HCID 178485029HCID 178485029, compoundYield 57%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.56 g of methyl (E)-4-(4-(N3 -methyl-N2 -cyanoguanidino)phenyl)-3-butenoate was dissolved in 15 ml of dioxane, followed by the addition of 6.9 ml of a 1N aqueous solution of sodium hydroxide. The mixture was reacted at a room temperature for 8 hours. The reaction mixture was concentrated, followed by the addition of water. The obtained aqueous phase was washed with chloroform. The pH of the resulting aqueous phase was adjusted to about 3 by the addition of concentrated hydrochloric acid to precipitate a crystal. This crystal was recovered by filtration and washed with water to obtain 0.84 g of the title compound as a pale yellow powder (yield: 57%).

Workup

  1. customThe mixture was reacted at a room temperature for 8 hours
  2. concentrationThe reaction mixture was concentrated
  3. additionfollowed by the addition of water
  4. washThe obtained aqueous phase was washed with chloroform
  5. additionThe pH of the resulting aqueous phase was adjusted to about 3 by the addition of concentrated hydrochloric acid
  6. customto precipitate a crystal
  7. filtrationThis crystal was recovered by filtration
  8. washwashed with water

Sources & evidence

ORD record
ord-22370b67ad5a4561ad852ac4c0ff293c
Source dataset
uspto-grants-1992_11
Patent number
US05166188

Reaction notes

Loading…