3-hydroxy-3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one → 3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

HRID 425548Notes

Reaction equation

HRID 425548 reaction equation
O[C:2]1([C:17]2[C:26]([OH:27])=[CH:25][C:20]3[N:21]=[C:22]([CH3:24])[S:23][C:19]=3[CH:18]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[N:4]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:3]1=[O:16]>I>[OH:27][C:26]1[C:17]([CH:2]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[N:4]([CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[C:3]2=[O:16])=[CH:18][C:19]2[S:23][C:22]([CH3:24])=[N:21][C:20]=2[CH:25]=1

Participants

3

Reactant 1

HCID 588725103-hydroxy-3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

Product 1

HCID 588725343-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one

Reagents, catalysts & solvents 1

HCID 24841Hydrogen iodideSolvent

Procedure

A suspension of 3-hydroxy-3-(5-hydroxy-2-methyl-1,3-benzothiazol-6-yl)-1-pentyl-1,3-dihydro-2H-indol-2-one (0.50 g, 1.31 mmol) in hydroiodic acid (10.0 mL) was refluxed for 1.5 days. The reaction mixture was concentrated in vacuo to dryness. The residue was used directly in next step.

Workup

  1. temperaturewas refluxed for 1.5 days
  2. concentrationThe reaction mixture was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-1495e9bea3e3468fa961c22b15b3c0c9
Source dataset
uspto-grants-2012_01
Patent number
US08106087B2

Reaction notes

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