Bromine → 6-Bromothieno[2,3-d]pyrimidin-4(1H)-one

HRID 2303297Notes

Reaction equation

HRID 2303297 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]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 2808547thieno(2,3-d)pyrimidin-4(3H)-one

Product 1

HCID 122173386-Bromothieno[2,3-d]pyrimidin-4(1H)-one

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

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

  1. temperatureheated
  2. dissolutiondissolved
  3. temperaturecooled
  4. filtrationThe solid was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-cfb501c821434c1eb4f22d04d0d9863f
Source dataset
uspto-grants-2002_08
Patent number
US06432964B1

Reaction notes

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