Potassium Carbonate → HCID 18422172, compound

HRID 1281864Notes

Reaction equation

HRID 1281864 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[NH:8][C:9]([C:11]1[CH:15]=[CH:14][S:13][C:12]=1Br)=[O:10].C(=O)([O-])[O-].[K+].[K+].O.C(OCC)(=O)C>CS(C)=O>[S:13]1[C:12]2[O:1][C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=3[NH:8][C:9](=[O:10])[C:11]=2[CH:15]=[CH:14]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 18422338HCID 18422338, compoundHCID 22728543Water ethylacetate

Product 1

HCID 18422172HCID 18422172, compoundYield 45.5%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
155 °C

Procedure

To a solution of N-(2-hydroxyphenyl)-2-bromo-3-thiophenecarboxamide (16 g) in dimethyl sulfoxide (160 ml) was added potassium carbonate (15 g) and the mixture was stirred at 150-160° C. for 25 minutes. The reaction system was cooled to room temperature and the reaction mixture was poured into water-ethyl acetate. The precipitated crystals were collected by filtration and washed with water and diisopropyl ether to give thieno[2,3-b][1,5]benzoxazepin-4(5H)-one (5.3 g).

Workup

  1. temperatureThe reaction system was cooled to room temperature
  2. filtrationThe precipitated crystals were collected by filtration
  3. washwashed with water and diisopropyl ether

Sources & evidence

ORD record
ord-d00c5f048648419eb72bef6cf815cc81
Source dataset
uspto-grants-2002_09
Patent number
US06455521B1

Reaction notes

Loading…