2(3H)-Benzothiazolone, 6-ethoxy-4-methyl- → 6-Hydroxy-4-methyl-2(3H)-benzothiazolone

HRID 1846500Notes

Reaction equation

HRID 1846500 reaction equation
C([O:3][C:4]1[CH:13]=[C:12]([CH3:14])[C:7]2[NH:8][C:9](=[O:11])[S:10][C:6]=2[CH:5]=1)C.Cl.N1C=CC=CC=1>>[OH:3][C:4]1[CH:13]=[C:12]([CH3:14])[C:7]2[NH:8][C:9](=[O:11])[S:10][C:6]=2[CH:5]=1

Participants

3

Reactant 2

HCID 30628372(3H)-Benzothiazolone, 6-ethoxy-4-methyl-HCID 10176127Pyridinium chloride

Product 1

HCID 669782906-Hydroxy-4-methyl-2(3H)-benzothiazolone

Conditions

Temperature
180 °C

Procedure

1.00 g (4.78 mmol) 6-ethoxy-4-methylbenzo[d]thiazol-2(3H)-one and 7.00 g (60.57 mmol) pyridine hydrochloride were thoroughly mixed and stirred for 15 h under a nitrogen atmosphere at 180° C. The reaction mixture was poured onto water and extracted with ethyl acetate. The organic phase was washed with water and evaporated down i.vac. The residue was stirred with diisopropylether and suction filtered.

Workup

  1. additionThe reaction mixture was poured onto water
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with water
  4. customevaporated down i.vac
  5. stirringThe residue was stirred with diisopropylether and suction
  6. filtrationfiltered

Sources & evidence

ORD record
ord-3674fc5b180f4d16b1e0a1d54d612a68
Source dataset
uspto-grants-2015_02
Patent number
US08952014B2

Reaction notes

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