Water → 2-Bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-one

HRID 650000Notes

Reaction equation

HRID 650000 reaction equation
[S:1]1[C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=[CH:2]1.[Br:16]Br.O>C(O)(=O)C>[Br:16][C:2]1[S:1][C:5]2[O:6][C:7]3[CH:15]=[CH:14][CH:13]=[CH:12][C:8]=3[NH:9][C:10](=[O:11])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 18422172HCID 18422172, compound

Product 1

HCID 184221932-Bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-oneYield 80.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

Thieno[2,3-b][1,5]benzoxazepin-4(5H)-one (2 g) was suspended in acetic acid (30 ml) and a solution of bromine (1.5 g) in acetic acid (10 ml) was added dropwise over 30 minutes. The mixture was stirred at room temperature for 35 minutes and poured into water. The precipitated crystals were collected by filtration and washed with water and diisopropyl ether to give 2-bromothieno[2,3-b][1,5]benzoxazepin-4(5H)-one (2.2 g).

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with water and diisopropyl ether

Sources & evidence

ORD record
ord-9668b277fa4642cf9e29602a5f9122bf
Source dataset
uspto-grants-2001_08
Patent number
US06271225B1

Reaction notes

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