4-Benzothiazol-2-yl-butyric acid → HCID 661084, compound

HRID 478737Notes

Reaction equation

HRID 478737 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].Cl.[CH3:17]O>>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:17])=[O:14]

Participants

3

Reactant 2

HCID 8297884-Benzothiazol-2-yl-butyric acidHCID 21893726Hydrochloride methanol

Product 1

HCID 661084HCID 661084, compoundYield 73%

Procedure

A solution of 4-(2-benzothiazolyl)butanoic acid (3.75 g, 16.1 mmol, prepared according to the procedure of Example 11 in JP, A, 8-208631 (1996)) in hydrochloric acid-methanol (80 ml) was stirred at room temperature overnight, and evaporated. The residue was dissolved in chloroform, and washed with saturated aqueous sodium hydrogen carbonate. The organic layer was dried over anhydrous magnesium sulfate, evaporated, and purified through flash column chromatography to give methyl 4-(2-benzothiazolyl)butanoate (2.75 g, 73%).

Workup

  1. customevaporated
  2. dissolutionThe residue was dissolved in chloroform
  3. washwashed with saturated aqueous sodium hydrogen carbonate
  4. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  5. customevaporated
  6. custompurified through flash column chromatography

Sources & evidence

ORD record
ord-bbc813e47e5149e9b90dd7cb72f03df6
Source dataset
uspto-grants-2003_11
Patent number
US06642250B2

Reaction notes

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