Methanesulfonic Acid → Isatin

HRID 709386Notes

Reaction equation

HRID 709386 reaction equation
CS(O)(=O)=[O:3].N(=[CH:8][C:9]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)=[O:10])O>>[NH:11]1[C:12]2[C:17](=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:8](=[O:3])[C:9]1=[O:10]

Participants

3

Reactant 2

HCID 6395Methanesulfonic AcidHCID 63990632-hydroxyimino-N-phenylacetamide

Product 1

HCID 7054Isatin

Conditions

Temperature
65 °C

Procedure

5 mL methanesulfonic acid was heated to 50° C. and slowly added to oximino acetanilide in batches, with the temperature being maintained at 60-70° C. After feeding, the temperature was raised to 70-80° C., and the reaction was carried out for 15 min. The reaction was finished by TLC detection. The reaction solution was poured into a crushed ice, and a red solid was precipitated. After placing at low temperature (0° C.) for 10 min, the red solid was filtered and dried to give crude isatin.

Workup

  1. temperaturethe temperature was raised to 70-80° C.
  2. customa red solid was precipitated
  3. waitAfter placing at low temperature (0° C.) for 10 min
  4. filtrationthe red solid was filtered
  5. customdried

Sources & evidence

ORD record
ord-a7782ab9704844f685c36c7585d3c9aa
Source dataset
uspto-grants-2015_11
Patent number
US09181193B2

Reaction notes

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