Sodium Hydroxide → HCID 3078928, compound

HRID 1639130Notes

Reaction equation

HRID 1639130 reaction equation
[C:1]1([S:7]([NH:10][CH2:11][CH2:12][S:13][CH:14]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[CH2:18][O:17][C:16]3[CH:25]=[CH:26][C:27]([C:29]([O:31]C)=[O:30])=[CH:28][C:15]2=3)(=[O:9])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH-].[Na+]>CO.O>[C:1]1([S:7]([NH:10][CH2:11][CH2:12][S:13][CH:14]2[C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][C:19]=3[CH2:18][O:17][C:16]3[CH:25]=[CH:26][C:27]([C:29]([OH:31])=[O:30])=[CH:28][C:15]2=3)(=[O:8])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 10367410HCID 10367410, compound

Product 1

HCID 3078928HCID 3078928, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

Compound 1a, 9.90 g, obtained in Example 1 was dissolved in a solvent mixture of 200 ml of methanol and 20 ml of water and 2.70 g of sodium hydroxide was added to the solution. The mixture was heated under reflux for 2 hours. The solvent was distilled off under reduced pressure and the resulting residue was dissolved in 200 ml of water. A pH was adjusted to 1.5 with 4N hydrochloric acid aqueous solution. The crystallized crude product was taken out by filtration and dried. The crude product was recrystallized from 300 ml of isopropanol to give 6.44 g of the desired compound.

Workup

  1. additionwas added to the solution
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for 2 hours
  4. distillationThe solvent was distilled off under reduced pressure
  5. dissolutionthe resulting residue was dissolved in 200 ml of water
  6. customThe crystallized crude product
  7. filtrationwas taken out by filtration
  8. customdried
  9. customThe crude product was recrystallized from 300 ml of isopropanol

Sources & evidence

ORD record
ord-5e9d7cb6f3d14c8f8a1590fc62296294
Source dataset
uspto-grants-1989_11
Patent number
US04882351

Reaction notes

Loading…