Sulfuric Acid → 7-nitroisatin

HRID 1470652Notes

Reaction equation

HRID 1470652 reaction equation
ON=[CH:3][C:4]([NH:6][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14])=[O:5].S(=O)(=O)(O)[OH:17]>>[N+:13]([C:8]1[CH:9]=[CH:10][CH:11]=[C:12]2[C:7]=1[NH:6][C:4](=[O:5])[C:3]2=[O:17])([O-:15])=[O:14]

Participants

3

Reactant 2

HCID 1118Sulfuric AcidHCID 6785498HCID 6785498, compound

Product 1

HCID 38583087-nitroisatin

Procedure

2-Hydroxyimino-N-(2-nitro-phenyl)-acetamide (15 g, 72 mmol) was carefully added in small portions over a period of 30 min to a stirred solution of conc. sulphuric acid (45 mL) which was preheated to 90° C. The reaction mixture was stirred for another 2 h at the same temperature then cooled to room temperature, poured into crushed ice. The precipitated products were collected by filtrations, washed with water and dried in a vacuum oven to get 9 g (65%) of brick red colour powder.

Workup

  1. customwas preheated to 90° C
  2. additionpoured
  3. custominto crushed ice
  4. filtrationThe precipitated products were collected by filtrations
  5. washwashed with water
  6. customdried in a vacuum oven
  7. customto get 9 g (65%) of brick red colour powder

Sources & evidence

ORD record
ord-1ddca985c1a64c9490e2e026a5c7ed3b
Source dataset
uspto-grants-2015_04
Patent number
US09006454B2

Reaction notes

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