Sulfuric Acid → 7-Isopropylindoline-2,3-dione

HRID 2249550Notes

Reaction equation

HRID 2249550 reaction equation
S(=O)(=O)(O)[OH:2].ON=[CH:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH:18]([CH3:20])[CH3:19])=[O:10]>>[CH:18]([C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[NH:11][C:9](=[O:10])[C:8]2=[O:2])([CH3:20])[CH3:19]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 714439472-(Hydroxyimino)-N-[2-(propan-2-yl)phenyl]acetamide

Product 1

HCID 122727937-Isopropylindoline-2,3-dioneYield 84%

Conditions

Temperature
80 °C

Procedure

To concentrated sulfuric acid at 80° C. was added 2-hydroxyimino-N-(2-isopropyl-phenyl)-acetamide in several small portions over 10 minutes. After addition it was heated at 80° C. for 30 minutes., then poured into ice. Filtration, washing with water, and drying under vacuum over P2O5 provided 2.974 g (84%) of the title compound as a solid. ESI (−) MS m/e=188 (MH−).

Workup

  1. additionAfter addition it
  2. addition, then poured into ice
  3. filtrationFiltration
  4. washwashing with water
  5. dry with materialdrying under vacuum over P2O5

Sources & evidence

ORD record
ord-2399d2777186460db532357bed8fa840
Source dataset
uspto-grants-2008_01
Patent number
US07314886B2

Reaction notes

Loading…