N-bromobutanimide → 9-Bromo-8-methoxy-2-methylthieno[2,3-c]quinolin-4(5H)-one

HRID 1853653Notes

Reaction equation

[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[NH:9][C:8](=[O:13])[C:7]3[S:14][C:15]([CH3:17])=[CH:16][C:6]=3[C:5]=2[CH:4]=1.[Br:18]N1C(=O)CCC1=O>>[Br:18][C:4]1[C:5]2[C:6]3[CH:16]=[C:15]([CH3:17])[S:14][C:7]=3[C:8](=[O:13])[NH:9][C:10]=2[CH:11]=[CH:12][C:3]=1[O:2][CH3:1]

Participants

Reactant 2

HCID 67184N-bromobutanimide

HCID 674475738-Methoxy-2-methylthieno[2,3-c]quinolin-4(5H)-one

Product 1

HCID 674501169-Bromo-8-methoxy-2-methylthieno[2,3-c]quinolin-4(5H)-oneYield 40%

Procedure

Following Step 4 from General Procedure A, 8-methoxy-2-methylthieno[2,3-c]quinolin-4(5H)-one (1.4 g, 5.7 mmol) was reacted with N-bromosuccinimide (1.2 g, 6.9 mmol) to afford the desired product (740 mg, 40%) as a brown solid: ESI MS m/z 325 [C13H10BrNO2S+H]+.

Sources & evidence

ORD record: ord-0d74003604b54b3aaa9853ee896dd0be
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08962648B2

Reaction notes

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