Potassium Carbonate → 1,2,3,4-tetrahydro-8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one

HRID 649966Notes

Reaction equation

HRID 649966 reaction equation
Br[C:2]1[S:6][C:5]2[CH2:7][CH2:8][CH2:9][CH2:10][C:4]=2[C:3]=1[C:11]([NH:13][C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][C:15]=1[OH:21])=[O:12].C(=O)([O-])[O-].[K+].[K+]>CS(C)=O>[CH3:20][C:17]1[CH:18]=[CH:19][C:14]2[NH:13][C:11](=[O:12])[C:3]3[C:4]4[CH2:10][CH2:9][CH2:8][CH2:7][C:5]=4[S:6][C:2]=3[O:21][C:15]=2[CH:16]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 184222082-bromo-4,5,6,7-tetrahydro-N-(2-hydroxy-4-methylphenyl)-benzo[b]thiophene-3-carboxamide

Product 1

HCID 184221561,2,3,4-tetrahydro-8-methyl-[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-oneYield 41.4%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

In the same manner as in Example 18 and using 2-bromo-4,5,6,7-tetrahydro-N-(2-hydroxy4-methylphenyl)-benzo[b]thiophene-3-carboxamide (5.8 g), dimethyl sulfoxide (80 ml) and potassium carbonate (4.7 g), 1,2,3,4-tetrahydro-8-methyl[1]benzothieno[2,3-b][1,5]benzoxazepin-12(11H)-one (1.87 g) was obtained.

Sources & evidence

ORD record
ord-817c36ea86874dbd9bd9fec11800102a
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

Loading…