Hydrochloric Acid → HCID 86681662, compound

HRID 571248Notes

Reaction equation

HRID 571248 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[C:8](=[O:17])[N:7]([CH2:18][C:19]([O:21]C)=[O:20])[C:6]2=[O:23].Cl>O1CCOCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[NH:12][S:13]([CH3:16])(=[O:15])=[O:14])[C:8](=[O:17])[N:7]([CH2:18][C:19]([OH:21])=[O:20])[C:6]2=[O:23]

Participants

4

Reactant 2

HCID 313Hydrochloric Acid2×HCID 86681661HCID 86681661, compound

Product 1

HCID 86681662HCID 86681662, compoundYield 95.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of methyl 2-(5-methoxy-6-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetate (0.200 g, 0.584 mmol) in dioxane (10 ml), aqueous 37% HCl (3.5 ml) was added, and the mixture was stirred at room temperature overnight. Additional aqueous 37% HCl (4 ml) was added over 30 hours with stirring the reaction at room temperature. The volatiles were removed under vacuum affording 2-(5-methoxy-6-(methylsulfonamido)-1,3-dioxoisoindolin-2-yl)acetic acid (0.183 g, 0.557 mmol, 95% yield). MS/ESI+ 328.9 [MH]+. This product was used without purification.

Workup

  1. stirringwith stirring
  2. customthe reaction at room temperature
  3. customThe volatiles were removed under vacuum

Sources & evidence

ORD record
ord-dad66d428e5749669caa43b685f55f2f
Source dataset
uspto-grants-2015_05
Patent number
US09024027B2

Reaction notes

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