Water → HCID 68442821, compound
Reaction equation
C([O-])(=O)C.[Na+].[CH3:6][C:7]1[O:8][C:9]2[CH:14]=[CH:13][S:12][C:10]=2[N:11]=1.[Br:15]Br.O>C(O)(=O)C>[Br:15][C:13]1[S:12][C:10]2[N:11]=[C:7]([CH3:6])[O:8][C:9]=2[CH:14]=1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
Sodium acetate (1.4 g) and 2 g of 2-methylthieno[2,3-d]oxazole were dissolved in 24 ml of an acetic acid solvent, and a solution comprised of 15.8 ml of bromine and 7.2 ml of acetic acid was dropwise added thereto with stirring at room temperature. After stirring at room temperature for 2.5 hours, the reaction solution was added to 150 ml of water, followedby further stirring at room temperature for 2 hours. The crystals precipitated were recovered by suction filtration, and dried under reduced pressure, thereby 1.7 g of 5-bromo-2-methylthieno[2,3-d]oxazole was obtained as pale yellow powder (yield: 54%).
Workup
- additionwas dropwise added
- stirringAfter stirring at room temperature for 2.5 hours
- stirringfollowedby further stirring at room temperature for 2 hours
- customThe crystals precipitated
- filtrationwere recovered by suction filtration
- customdried under reduced pressure
Sources & evidence
- ORD record
- ord-cd5a93f868f64de58fd88cc8111b043c
- Source dataset
- uspto-grants-2007_11
- Patent number
- US07291449B2
Reaction notes
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