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 1259642Notes

Reaction equation

HRID 1259642 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-c9c8e4673a2f43779055b07605d5eb42
Source dataset
uspto-grants-2013_06
Patent number
US08466188B2

Reaction notes

Loading…