Diethyl Sulfate → 2-(6-Ethoxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester

HRID 848113Notes

Reaction equation

HRID 848113 reaction equation
[CH2:1]([O:3][C:4](=[O:24])[C:5]([S:13][C:14]1[S:15][C:16]2[CH:22]=[C:21]([OH:23])[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])[CH3:2].S(OCC)(O[CH2:29][CH3:30])(=O)=O>[OH-].[Na+]>[CH2:1]([O:3][C:4](=[O:24])[C:5]([S:13][C:14]1[S:15][C:16]2[CH:22]=[C:21]([O:23][CH2:29][CH3:30])[CH:20]=[CH:19][C:17]=2[N:18]=1)([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:6])[CH3:2]

Participants

4

Reactant 2

HCID 6163Diethyl SulfateHCID 544272852-(6-Hydroxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester

Product 1

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

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

3.59 g. of 2-(6-hydroxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester is dissolved in 15 ml of 1 N sodium hydroxide solution and 1.6 g of diethyl sulfate is added dropwise, while stirring. After stirring for a total of 1 hour, the mixture is worked up in the customary manner to give 2-(6-ethoxybenzothiazol-2-ylthio)-2-phenylpropionic acid ethyl ester, m.p. 92°-94°.

Workup

  1. stirringAfter stirring for a total of 1 hour

Sources & evidence

ORD record
ord-8fe4f9ec7a3c48f4947bb05cb1b995d3
Source dataset
uspto-grants-1981_10
Patent number
US04294839

Reaction notes

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