5-Aminophthalide → 6-(4,4-Dimethyl-2-oxo-5-hexenoylamino)-phthalide

HRID 1066942Notes

Reaction equation

Br[C:2]1[C:11]([NH:12][C:13](=[O:26])[C:14](=[O:25])[CH2:15][C:16]([CH3:24])([C:18]2C=CC=C[CH:19]=2)[CH3:17])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][O:5][C:6]2=O.NC1C=C2C(=CC=1)C(=O)[O:32]C2.CC(C)(C=C)CC(=O)C(O)=O>>[CH3:17][C:16]([CH3:24])([CH:18]=[CH2:19])[CH2:15][C:14](=[O:25])[C:13]([NH:12][C:11]1[CH:2]=[C:3]2[C:8]([CH2:6][O:5][C:4]2=[O:32])=[CH:9][CH:10]=1)=[O:26]

Participants

Reactant 3

HCID 7206695-Aminophthalide

HCID 18551194217195-73-8

HCID 185512024-Bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide

Product 1

HCID 185512676-(4,4-Dimethyl-2-oxo-5-hexenoylamino)-phthalide

Procedure

was obtained analogously to the process that is described for 4-bromo-5-(4-methyl-2-oxo-4-phenyl-valeroylamino)-phthalide from 5-aminophthalide and 4,4-dimethyl-2-oxo-5-hexenoic acid, melting point 103-104° C.

Workup

customwas obtained analogously to the process that

Sources & evidence

ORD record: ord-2766b7fa609e46f3a833c8556330b8d3
Source dataset: uspto-grants-2001_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06245804B1

Reaction notes

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