5-Aminovaleric acid → HCID 19994505, compound

HRID 2248571Notes

Reaction equation

HRID 2248571 reaction equation
C1([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[S:15](Cl)(=[O:17])=[O:16])CCCCNCC1.[NH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25].[OH-].[Na+].O1[CH2:33][CH2:32][CH2:31][CH2:30]1>O>[N:19]1([C:13]2[CH:14]=[CH:9][C:10]([S:15]([NH:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([OH:26])=[O:25])(=[O:16])=[O:17])=[CH:11][CH:12]=2)[CH2:20][CH2:21][CH2:22][CH2:33][CH2:32][CH2:31][CH2:30]1

Participants

6

Reactant 4

HCID 1385-Aminovaleric acidHCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 19994507HCID 19994507, compound

Product 1

HCID 19994505HCID 19994505, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

4.5 g of 4-azacyclooctylbenzenesulphonyl chloride are added to a solution comprising 1.82 g of 5-aminovaleric acid and 1.87 g of sodium hydroxide dissolved in 45 cm3 of water, followed by the addition of 45 cm3 of tetrahydrofuran in order to obtain a solution. The mixture is kept stirred for 2 hours at room temperature, the tetrahydrofuran is evaporated off, the reaction medium is acidified using acetic acid, the precipitate is filtered off, washed with water and dried and 3.6 g of expected product are obtained. M.p. 149°-150° C. After crystallization in an isopropanol/water mixture (1:1), the product, melting point 153°-154° C., is obtained.

Workup

  1. customto obtain a solution
  2. customthe tetrahydrofuran is evaporated off
  3. filtrationthe precipitate is filtered off
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-683cd47b9ac14a3e8069e72769599e3c
Source dataset
uspto-grants-1991_08
Patent number
US05041436

Reaction notes

Loading…