Phthalic Anhydride → HCID 89995745, compound

HRID 523087Notes

Reaction equation

HRID 523087 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:13])[CH3:12])(=[O:10])=[O:9])=[CH:4][C:3]=1[OH:14].[C:15]1(=O)[O:20][C:18](=[O:19])[C:17]2=[CH:21][CH:22]=[CH:23][CH:24]=[C:16]12>CC(O)=O.O>[O:19]=[C:18]1[C:17]2[C:16](=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:15](=[O:20])[N:1]1[C:2]1[CH:7]=[CH:6][C:5]([S:8]([N:11]([CH3:12])[CH3:13])(=[O:10])=[O:9])=[CH:4][C:3]=1[OH:14]

Participants

5

Reactant 2

HCID 6811Phthalic AnhydrideHCID 30162874-Amino-3-hydroxy-N,N-dimethylbenzenesulphonamide

Product 1

HCID 89995745HCID 89995745, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Conditions

Temperature
120 °C

Procedure

A suspension of 4-amino-3-hydroxy-N,N-dimethylbenzenesulfonamide (120 mg, 0.555 mmol) and phthalic anhydride (82 mg, 0.555 mmol) in AcOH (3 mL) was stirred at 120° C. under microwave irradiation for 60 minutes. The reaction was cooled and diluted with water to afford a suspension. The precipitate was filtered, washed with water and dried under high vacuum to afford the title compound as a pink solid (142 mg, 74%).

Workup

  1. temperatureThe reaction was cooled
  2. customto afford a suspension
  3. filtrationThe precipitate was filtered
  4. washwashed with water
  5. customdried under high vacuum

Sources & evidence

ORD record
ord-48c2357f17f94e59b7d5b0fa0f9b30ae
Source dataset
uspto-grants-2016_05
Patent number
US09334286B2

Reaction notes

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