Water → HCID 178525532, compound

HRID 65122

Reaction equation

HRID 65122 reaction equation
S[C:2]1[S:3][C:4]2[CH:10]=[CH:9][CH:8]=[CH:7][C:5]=2[N:6]=1.[C:11]1(=[O:17])[O:16][C:14](=[O:15])[CH:13]=[CH:12]1.O.[S:19](=O)(=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[CH:12]([CH2:13][C:14]([OH:16])=[O:15])[C:11]([OH:17])=[S:19]

Participants

5

Reactant 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 7923Maleic AnhydrideHCID 178418395HCID 178418395, compound

Product 1

HCID 178525532HCID 178525532, compoundYield 87%

Procedure

16.8 g of finely powdered 2-mercaptobenzothiazole are suspended in 40 ml of 70% sulfuric acid, and 10.2 g of powdered maleic anhydride are added at 48°-51° in the course of 1 hour, with stirring. After a further hour at 50°, the reaction mixture is cooled to room temperature and is diluted by dropwise addition of 250 ml of water at 25°-35°. After 1 hour, the precipitated product is filtered off and dissolved in dilute sodium hydroxide solution. The solution is filtered and the filtrate is acidified with hydrochloric acid. The precipitate is filtered off and dried at 60° in vacuo. 24.7 g (87% of theory) of benzothiazol-2-ylthiosuccinic acid of melting point 175°-176°, with decomposition, are thus obtained.

Workup

  1. waitAfter a further hour at 50°
  2. filtrationthe precipitated product is filtered off
  3. dissolutiondissolved in dilute sodium hydroxide solution
  4. filtrationThe solution is filtered
  5. filtrationThe precipitate is filtered off
  6. customdried at 60° in vacuo

Sources & evidence

ORD record
ord-aa7ce148d31c4b488ae35901f579ecc8
Source dataset
uspto-grants-1986_09
Patent number
US04612378

Linked notes

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