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 645091Notes

Reaction equation

HRID 645091 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-f661ec7b7a8a47aa96a062c3cb48655c
Source dataset
uspto-grants-2010_04
Patent number
US07700641B2

Reaction notes

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