Sodium Hydroxide → HCID 178485029, compound

HRID 486791Notes

Reaction equation

HRID 486791 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-dfdb4cc350334ef48ccf8939e48c7ee9
Source dataset
uspto-grants-1994_03
Patent number
US05292770

Reaction notes

Loading…