Acetic Acid → 96134-65-5

HRID 1729032Notes

Reaction equation

HRID 1729032 reaction equation
[C:1]12[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=1)[NH:6]C(=O)O[C:2]2=O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(O)(=O)C.[C:28]([NH:31][NH2:32])(=[O:30])[CH3:29]>C1(C)C=CC=CC=1>[NH2:6][C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][C:1]=1[C:2]1[O:30][C:28]([CH3:29])=[N:31][N:32]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 6101p-Toluenesulfonic acidHCID 8359Isatoic AnhydrideHCID 14039Acetohydrazide

Product 1

HCID 1340971296134-65-5

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Conditions

Temperature
120 °C

Procedure

A mixture of isatoic anhydride (16.3 g, 0.1 mol), p-toluenesulfonic acid (0.2 g, 1.1 mmol), glacial acetic acid (10 ml), acethydrazide (7.4 g, 0.1 mol) and dry toluene (90 ml) was stirred at 120° C. for 4 h, cooledto room temperature and poured into ice water. Toluene (500 ml) was added, and the phases were separated. The aqueous phase was extracted with CH2Cl2 (2×100 ml).

Workup

  1. customcooledto room temperature
  2. customthe phases were separated
  3. extractionThe aqueous phase was extracted with CH2Cl2 (2×100 ml)

Sources & evidence

ORD record
ord-ffb816bf758d4ab3ae9d28fc55f06bf4
Source dataset
uspto-grants-1994_07
Patent number
US05330990

Reaction notes

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