Hydrogen Bromide → HCID 135863375, compound

HRID 1689928Notes

Reaction equation

HRID 1689928 reaction equation
C[O:2][C:3]1[CH:4]=[C:5]([C:9]2[NH:10][C:11](=[O:18])[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)[CH:6]=[CH:7][CH:8]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:4]=[C:5]([C:9]2[NH:10][C:11](=[O:18])[C:12]3[S:17][CH:16]=[CH:15][C:13]=3[N:14]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 1357964662-(3-methoxy-phenyl)-3H-thieno[3,2-d]pyrimidin-4-one

Product 1

HCID 135863375HCID 135863375, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A stirred mixture of 2-(3-methoxy-phenyl)-3H-thieno[3,2-d]pyrimidin-4-one, 25, (12.59 g, 48.7 mmol) in acetic acid (75 mL) and hydrobromic acid (75 mL of a 48% aqueous solution) was heated at reflux temperature for 3 days. The cooled reaction mixture was poured onto ice (500 ml) and stirred until all the ice had melted. The resulting precipitate was collected by filtration and dried in vacuo to give 2-(3-hydroxy-phenyl)-3H-thieno[3,2-d]pyrimidin-4-one, 26, as a grey solid (10.95 g, 92%).

Workup

  1. temperatureat reflux temperature for 3 days
  2. customThe cooled reaction mixture
  3. additionwas poured onto ice (500 ml)
  4. filtrationThe resulting precipitate was collected by filtration
  5. customdried in vacuo

Sources & evidence

ORD record
ord-b97809a6f54e472fb979f1e2a79a0280
Source dataset
uspto-grants-2012_04
Patent number
US08153639B2

Reaction notes

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