1,3(2H,4H)-isoquinolinedione → 2-Methyl-4-(3'-oxo-4'-phenylthiobutyl)-homophthalimide

HRID 53874

Reaction equation

HRID 53874 reaction equation
C1CC(=O)C=C2C=1C1C(=CC=CC=1)C=N2.C1(=O)NC(=O)C2=CC=CC=C2C1.[CH3:28][C:29]12[CH:40]=[CH:39][CH:38]=[CH:37][CH:30]1[CH2:31][C:32]([NH:34][C:35]2=[O:36])=[O:33].[CH:41]([C:43]([CH2:45][S:46][C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)=[O:44])=[CH2:42]>>[CH3:28][C:29]12[CH:40]=[C:39]([CH2:42][CH2:41][C:43](=[O:44])[CH2:45][S:46][C:47]3[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=3)[CH:38]=[CH:37][CH:30]1[CH2:31][C:32]([NH:34][C:35]2=[O:36])=[O:33]

Participants

5

Reactant 4

HCID 3494351,3(2H,4H)-isoquinolinedioneHCID 109430293-Buten-2-one, 1-(phenylthio)-HCID 199609483(2H)-PhenanthridinoneHCID 1317199752-Methyl-homophthalimide

Product 1

HCID 1317199742-Methyl-4-(3'-oxo-4'-phenylthiobutyl)-homophthalimide

Procedure

3(2H)-Phenanthridinone derivatives have been prepared from homophthalimide by the method of H. Iida et al., (Heterocycles 1983, 20, 227-30). 2-Methyl-homophthalimide is reacted with phenylthiomethyl vinyl ketone (prepared by the method A. G. Schultz et al.,J. Am. Chem. Soc. 1978, 100, 2140-9) in the presence of Triton B according to the described method to form 2-methyl-4-(3'-oxo-4'-phenylthiobutyl)-homophthalimide 9.

Workup

  1. customprepared by the method A

Sources & evidence

ORD record
ord-684e4f810aba4db194a155840fddfdc1
Source dataset
uspto-grants-1997_04
Patent number
US05621104

Linked notes

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