Semicarbazide hydrochloride → HCID 178474022, compound

HRID 868599Notes

Reaction equation

HRID 868599 reaction equation
[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][CH2:15][N:16]([CH:20]([CH3:22])[CH3:21])[CH:17]([CH3:19])[CH3:18])[C:9](=[O:23])[C:8]2=O)(=[O:3])[CH3:2].Cl.[NH2:26][NH:27][C:28]([NH2:30])=[O:29]>>[C:1]([NH:4][C:5]1[CH:6]=[C:7]2[C:11](=[CH:12][CH:13]=1)[N:10]([CH2:14][CH2:15][N:16]([CH:17]([CH3:18])[CH3:19])[CH:20]([CH3:21])[CH3:22])[C:9](=[O:23])/[C:8]/2=[N:26]/[NH:27][C:28]([NH2:30])=[O:29])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 11236Semicarbazide hydrochlorideHCID 13934414HCID 13934414, compound

Product 1

HCID 178474022HCID 178474022, compoundYield 32%

Procedure

By using 5-acetamido-1-(2-diisopropylaminoethyl)isatin and semicarbazide hydrochloride, a method analogous to that described in Example 4 was carried out, and the reaction product was purified with silica gel column chromatography (eluent: chloroform/methanol=50/1) and then recrystallized from chloroform-hexane to obtain (E)-5-acetamido-1-(2-diisopropylaminoethyl)isatin 3-semicarbazone having a melting point of 135°-137° C. (yield: 32.0%).

Workup

  1. customthe reaction product was purified with silica gel column chromatography (eluent: chloroform/methanol=50/1)
  2. customrecrystallized from chloroform-hexane

Sources & evidence

ORD record
ord-1c99abc9753147509357dbffd9ddef53
Source dataset
uspto-grants-1988_10
Patent number
US04780477

Reaction notes

Loading…