Bromine → 6-Bromothieno[2,3-d]pyrimidin-4(1H)-one
Reaction equation
[N:1]1[C:6]2[S:7][CH:8]=[CH:9][C:5]=2[C:4](=[O:10])[NH:3][CH:2]=1.[Br:11]Br>C(O)(=O)C>[Br:11][C:8]1[S:7][C:6]2[N:1]=[CH:2][NH:3][C:4](=[O:10])[C:5]=2[CH:9]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
The product from Example 14 (0.75 g) was added to glacial acetic acid (10 ml) and heated with stirring until it dissolved. Bromine (0.75 ml) was then added and the mixture immediately set solid. More acetic acid was added and the mixture broken up. It was then heated at 80° C. for 6½ hours, cooled and poured into ice-water. The solid was filtered and washed with water followed by dichloromethane and dried to give the title product, m.p. 304° C.
Workup
- temperatureheated
- dissolutiondissolved
- temperaturecooled
- filtrationThe solid was filtered
- washwashed with water
- customdried
Sources & evidence
- ORD record
- ord-cfb501c821434c1eb4f22d04d0d9863f
- Source dataset
- uspto-grants-2002_08
- Patent number
- US06432964B1
Reaction notes
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