Toluene → HCID 178457380, compound

HRID 868584Notes

Reaction equation

HRID 868584 reaction equation
[CH:1]([N:4]([CH:22]([CH3:24])[CH3:23])[CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)/[C:10](=[N:17]\[NH:18][C:19]([NH2:21])=[O:20])/[C:8]1=[O:9])([CH3:3])[CH3:2].C1(C)C=CC=CC=1>CN(C)C=O>[CH:22]([N:4]([CH:1]([CH3:3])[CH3:2])[CH2:5][CH2:6][N:7]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)/[C:10](=[N:17]/[NH:18][C:19]([NH2:21])=[O:20])/[C:8]1=[O:9])([CH3:24])[CH3:23]

Participants

4

Reactant 2

HCID 1140TolueneHCID 178457379HCID 178457379, compound

Product 1

HCID 178457380HCID 178457380, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
120 °C

Procedure

1.10 Grams of (E)-1-(2-diisopropylaminoethyl)isatin 3-semicarbazone was suspended in a mixture of ml of dry toluene and 20 ml of dry N,N-dimethylformamide, and the suspension was stirred for 3 hours at 120° C. The reaction mixture was concentrated under reduced pressure, and the residue was dissolved in dichloromethane. The solution was washed with water, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was recrystallized from benzene-hexane to obtain 0.84 g of (Z)-1-(2-diisopropylaminoethyl)isatin 3-semicarbazone having a melting point of 189°-191° C.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutionthe residue was dissolved in dichloromethane
  3. washThe solution was washed with water
  4. dry with materialdried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from benzene-hexane

Sources & evidence

ORD record
ord-c057cc52fb554875b245fdae6cbcf847
Source dataset
uspto-grants-1988_10
Patent number
US04780477

Reaction notes

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