Semicarbazide hydrochloride → HCID 178497445, compound

HRID 868601Notes

Reaction equation

[CH:1]([N:4]([CH:22]([CH3:24])[CH3:23])[CH2:5][CH2:6][N:7]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[C:18]([O:20][CH3:21])=[O:19])[C:10](=O)[C:8]1=[O:9])([CH3:3])[CH3:2].Cl.[NH2:26][NH:27][C:28]([NH2:30])=[O:29]>>[CH:1]([N:4]([CH:22]([CH3:24])[CH3:23])[CH2:5][CH2:6][N:7]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][C:16]=2[C:18]([O:20][CH3:21])=[O:19])/[C:10](=[N:26]/[NH:27][C:28]([NH2:30])=[O:29])/[C:8]1=[O:9])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 11236Semicarbazide hydrochloride

HCID 21287236HCID 21287236, compound

Product 1

HCID 178497445HCID 178497445, compoundYield 28.1%

Procedure

By using methyl 1-(2-diisopropylaminoethyl)-7-isatincarboxylate and semicarbazide hydrochloride, a method analogous to that described in Example 6 was carried out, and the reaction product was purified with silica gel column chromatography (eluent: chloroform/ethanol=20/1) and then recrystallized from chloroform-hexane to obtain (Z)-1-(2-diisopropylaminoethyl)-7-methoxycarbonylisatin 3-semicarbazone having a melting point of 192°-195° C. (yield: 28.1%).

Workup

customthe reaction product was purified with silica gel column chromatography (eluent: chloroform/ethanol=20/1)
customrecrystallized from chloroform-hexane

Sources & evidence

ORD record: ord-856236fd61b6471d9ceed1b82a11d5d9
Source dataset: uspto-grants-1988_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04780477

Reaction notes

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