Potassium Hydroxide → 5-[3-Hydroxy-7-(5-hydroxy-4,4-dimethylpentyl)-naphthalen-2-yl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

HRID 643898Notes

Reaction equation

[OH:1][CH2:2][C:3]([CH3:35])([CH3:34])[CH2:4][CH2:5][CH2:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[CH:13]=[C:12]([O:17]C(=O)C1C=CC=CC=1)[C:11]([N:26]1[CH2:30][C:29](=[O:31])[NH:28][S:27]1(=[O:33])=[O:32])=[CH:10]2.[OH-].[Na+].[OH-].[K+]>>[OH:17][C:12]1[C:11]([N:26]2[S:27](=[O:33])(=[O:32])[NH:28][C:29](=[O:31])[CH2:30]2)=[CH:10][C:9]2[C:14]([CH:13]=1)=[CH:15][CH:16]=[C:7]([CH2:6][CH2:5][CH2:4][C:3]([CH3:34])([CH3:35])[CH2:2][OH:1])[CH:8]=2

Participants

Reactant 3

HCID 14797Potassium Hydroxide

HCID 14798Sodium Hydroxide

HCID 17751433Benzoic acid 6-(5-hydroxy-4,4-dimethylpentyl)-3-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl ester

Product 1

HCID 177514345-[3-Hydroxy-7-(5-hydroxy-4,4-dimethylpentyl)-naphthalen-2-yl]-1,1-dioxo-1,2,5-thiadiazolidin-3-one

Procedure

The title compound is prepared analogously to Example 11 from benzoic acid 6-(5-hydroxy-4,4-dimethylpentyl)-3-(1,1,4-trioxo-1,2,5-thiadiazolidin-2-yl)-naphthalen-2-yl ester and 1 N NaOH solution to replace KOH: Retention time=1.05 min (Method A); (M−H)−=391.

Sources & evidence

ORD record: ord-96fd4d55469e4031a756802bdd11901b
Source dataset: uspto-grants-2010_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07700633B2

Reaction notes

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