N-bromobutanimide → HCID 12535975, compound

HRID 224343Notes

Reaction equation

[C:1]1([CH:7]2[CH2:13][C:12](=[O:14])[NH:11][C:10]3[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=3[S:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:19]N1C(=O)CCC1=O>>[Br:19][C:13]1[C:12](=[O:14])[NH:11][C:10]2[CH:15]=[CH:16][CH:17]=[CH:18][C:9]=2[S:8][C:7]=1[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 38949029476-22-0

Product 1

HCID 12535975HCID 12535975, compound

Procedure

Alternatively, the starting material II may be prepared by reacting 2,3-dihydro-2-phenyl-1,5-benzothiazepin-4(5H)-one (prepared as disclosed by Krapcho et al, J. Med. Chem., 6, 544 (1963)) with N-bromosuccinimide to form 3-bromo-2-phenyl-1,5-benzothiazepin-4(5H)-one which is then reacted with cuprous cyanide in the presence of a solvent such as dimethylformamide to form the 1,2-dihydro-2-oxo-4-phenyl-3-quinolinecarbonitrile starting material.

Sources & evidence

ORD record: ord-f07ee8d15db044e3ada29074f2431fd4
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04232027

Reaction notes

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