Glycolic Acid → (1,3-Benzothiazol-2-yl)methanol

HRID 2259641Notes

Reaction equation

HRID 2259641 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].[C:9](O)(=O)[CH2:10][OH:11]>C(OCC)(=O)C>[OH:11][CH2:10][C:9]1[S:8][C:3]2[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=2[N:1]=1

Participants

4

Reactant 2

HCID 757Glycolic AcidHCID 87132-Aminothiophenol

Product 1

HCID 268122(1,3-Benzothiazol-2-yl)methanolYield 69.5%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

60 g of 2-aminothiophenol and 36.6 g of glycolic acid were heated at 130° C. in a sealed tube for 12 h. The reaction product was dissolved in ethyl acetate and dried over sodium sulfate and the solvent was concentrated under reduced pressure. The residue was crystallized from diisopropyl ether to give 55 g of the titled compound in the form of white crystals.

Workup

  1. dry with materialdried over sodium sulfate
  2. concentrationthe solvent was concentrated under reduced pressure
  3. customThe residue was crystallized from diisopropyl ether

Sources & evidence

ORD record
ord-74dc4700ffab4e91a8df68f1c9e110e8
Source dataset
uspto-grants-1995_12
Patent number
US05475014

Reaction notes

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