Ethanol → HCID 178485945, compound

HRID 868578Notes

Reaction equation

HRID 868578 reaction equation
[CH:1]([N:4]([CH:18]([CH3:20])[CH3:19])[CH2:5][CH2:6][N:7]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:10](=O)[C:8]1=[O:9])([CH3:3])[CH3:2].[CH3:21][NH:22][C:23](=[O:26])[NH:24][NH2:25].C(O)C>C(O)(=O)C.O>[CH3:21][NH:22][C:23](=[O:26])[NH:24]/[N:25]=[C:10]1/[C:8](=[O:9])[N:7]([CH2:6][CH2:5][N:4]([CH:18]([CH3:20])[CH3:19])[CH:1]([CH3:3])[CH3:2])[C:17]2[C:12]/1=[CH:13][CH:14]=[CH:15][CH:16]=2

Participants

6

Reactant 3

HCID 702EthanolHCID 256005n-methylhydrazinecarboxamideHCID 139344081-(2-Diisopropylaminoethyl)isatin

Product 1

HCID 178485945HCID 178485945, compoundYield 49.9%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidCatalystHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 1.37 g of 1-(2-diisopropylaminoethyl)isatin and 0.49 g of 4-methylsemicarbazide in ml of a mixture of ethanol and water (2:1) was added 3 drops of acetic acid, and then the mixture was heated at 60° C. for 6 hours. The yellow precipitates were collected by filtration and recrystallized from aqueous ethanol to obtain 0.86 g of (E)-1-(2-diisopropylaminoethyl)isatin 3-(4-methylsemicarbazone) having a melting point of 175°-177° C.

Workup

  1. customThe yellow precipitates
  2. filtrationwere collected by filtration
  3. customrecrystallized from aqueous ethanol

Sources & evidence

ORD record
ord-5fbf79bed12049c6bee72c63a9ec2225
Source dataset
uspto-grants-1988_10
Patent number
US04780477

Reaction notes

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