Water → Tamsulosin

HRID 1063516Notes

Reaction equation

HRID 1063516 reaction equation
[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][NH:13][C@@H:14]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH3:15].Cl.[OH-].[Na+].O>CO>[CH3:1][CH2:2][O:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:9]=1[O:10][CH2:11][CH2:12][NH:13][C@@H:14]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([O:27][CH3:28])=[C:21]([S:23]([NH2:26])(=[O:25])=[O:24])[CH:22]=1)[CH3:15]

Participants

5

Reactant 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 5362376Tamsulosin Hydrochloride

Product 1

HCID 129211Tamsulosin

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crystals obtained in step d) were suspended in methanol (1 100 ml), the mixture was heated to reflux and sodium hydroxide solution (2M, 440 ml) was gradually added followed by water (350 ml). The mixture was cooled down to 10–15° C. Formed crystals were filtered and washed on filter with methanol (150 ml) and water (150 ml) mixture. Crystals were dried at 50° C. to give 340 g of product.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. temperatureThe mixture was cooled down to 10–15° C
  4. customFormed crystals
  5. filtrationwere filtered
  6. washwashed
  7. filtrationon filter with methanol (150 ml) and water (150 ml) mixture
  8. customCrystals were dried at 50° C.

Sources & evidence

ORD record
ord-ea18e88a065b45fbb2f15def55bbb14e
Source dataset
uspto-grants-2005_11
Patent number
US06965051B2

Reaction notes

Loading…