Potassium Hydroxide → Tazasubrate

HRID 848111Notes

Reaction equation

HRID 848111 reaction equation
C([O:3][C:4](=[O:26])[C:5]([S:13][C:14]1[S:15][C:16]2[CH:22]=[C:21]([O:23][CH2:24][CH3:25])[CH:20]=[CH:19][C:17]=2[N:18]=1)([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:6])C.[OH-].[K+]>C(O)C>[CH2:24]([O:23][C:21]1[CH:20]=[CH:19][C:17]2[N:18]=[C:14]([S:13][C:5]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)([CH3:6])[C:4]([OH:26])=[O:3])[S:15][C:16]=2[CH:22]=1)[CH3:25]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 129283922-(6-Ethoxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester

Product 1

HCID 174749Tazasubrate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

6 g of 2-(6-ethoxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester and 6 g of KOH in 100 ml of ethanol are stirred at 20°; the mixture is evaporated; the residue is dissolved in water; and the solution is washed with ether, acidified with hydrochloric acid and extracted with CH2Cl2. The phases are separated and the organic phase is dried and evaporated to give 2-(6-ethoxybenzothiazol-2-ylthio)-2-phenylpropionic acid. M.p. 152°-153° (from CCl4).

Workup

  1. customthe mixture is evaporated
  2. dissolutionthe residue is dissolved in water
  3. washand the solution is washed with ether
  4. extractionextracted with CH2Cl2
  5. customThe phases are separated
  6. customthe organic phase is dried
  7. customevaporated

Sources & evidence

ORD record
ord-9e18616d8c23471e9f13d90026eeb3b5
Source dataset
uspto-grants-1981_10
Patent number
US04294839

Reaction notes

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