Pentenedioic acid → 3-(Benzothiazol-2-ylthio)-glutaric acid

HRID 65124

Reaction equation

HRID 65124 reaction equation
[SH:1][C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]([OH:19])(=[O:18])[CH:12]=[CH:13][CH2:14][C:15]([OH:17])=[O:16]>OS(O)(=O)=O>[S:3]1[C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=[C:2]1[S:1][CH:13]([CH2:12][C:11]([OH:19])=[O:18])[CH2:14][C:15]([OH:17])=[O:16]

Participants

4

Reactant 2

HCID 74406Pentenedioic acidHCID 178418395HCID 178418395, compound

Product 1

HCID 194275613-(Benzothiazol-2-ylthio)-glutaric acidYield 88%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

16.8 g of 2-mercaptobenzothiazole are suspended in 50 ml of 70% H2SO4, and 13.7 g of glutaconic acid are added at 45°-50° in the course of 30 minutes, with stirring. The reaction mixture is stirred for a further 1.5 hours at 45°-50° and the product is isolated as described in Example 5. 26 g (88% of theory) of 3-(benzothiazol-2-ylthio)-glutaric acid, of melting point 153°-154°, are obtained.

Workup

  1. stirringThe reaction mixture is stirred for a further 1.5 hours at 45°-50°
  2. customthe product is isolated

Sources & evidence

ORD record
ord-1459bb327c3c4429b7c487d3471ef8df
Source dataset
uspto-grants-1986_09
Patent number
US04612378

Linked notes

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