ChemicalBook CAS DataBase List 5,6-difluoro-indoline-2,3-dione

5,6-difluoro-indoline-2,3-dione synthesis

4synthesis methods

Product Name:5,6-difluoro-indoline-2,3-dione
CAS Number:774-47-0
Molecular formula:C8H3F2NO2
Molecular Weight:183.11

(2E)-N-(3,4-difluorophenyl)-2-hydroxyiminoacetamide

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Yield: 86%

Reaction Conditions:

with sulfuric acid in water at 60 - 80; for 0.5 h;Inert atmosphere;regioselective reaction;

Steps:

General Procedure 1: Isatin formation
General procedure: To a stirred solution of aqueous 18.1 M sulfuric acid (0.68 mL/mmol) at 60 °C was added the isonitrosoacetanilide (1 equiv.) portionwise. The reaction mixture was stirred in a heating block for 30 minutes at an internal temperature of 80 °C, then the mixture was cooled to room temperature. The solution was added slowly to a saturated water/ice mixture (5 mL/g)and stirred for 10 minutes at room temperature. The resultant solid was filtered, dried and purified as specified

References:

Lindsay-Scott, Peter J.;Barlow, Helen [Synlett,2016,vol. 27,# 10,art. no. ST-2016-D0029-L,p. 1516 - 1520] Location in patent:supporting information