2-Bromo-1-(thiophen-2-yl)ethan-1-one → HCID 12791243, compound

HRID 1906149Notes

Reaction equation

HRID 1906149 reaction equation
Br.[Br:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[NH:7][CH:8]=1.Br[CH2:11][C:12]([C:14]1[S:15][CH:16]=[CH:17][CH:18]=1)=[O:13]>C(N(CC)CC)C.C(O)C>[Br:2][C:3]1[CH:4]=[N:5][C:6](=[O:9])[N:7]([CH2:11][C:12](=[O:13])[C:14]2[S:15][CH:16]=[CH:17][CH:18]=2)[CH:8]=1

Participants

5

Reactant 2

HCID 27763722-Bromo-1-(thiophen-2-yl)ethan-1-oneHCID 127955335-Bromopyrimidin-2(1H)-one--hydrogen bromide (1/1)

Product 1

HCID 12791243HCID 12791243, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8471TriethylamineSolvent

Procedure

A suspension of 5-bromopyrimidin-2-one hydrobromide (780 mg) and 2-bromoacetylthiophene (633 mg) in triethylamine (1 ml) and ethanol (20 ml) was stirred at ambient temperature for 11/2 hours. A solution formed within 10 minutes but a suspension subsequently resulted. This was chilled in ice, and the collected solid was crystallised from acetone to give the title pyrimidinone: yield 293 mg; m.p. 173°-175° C. dec; λmaxEtOH 259.5 nm (ε 9470), 287 nm (ε 6830), 332 nm (ε 2780).

Workup

  1. customA solution formed within 10 minutes
  2. customa suspension subsequently resulted
  3. temperatureThis was chilled in ice
  4. customthe collected solid was crystallised from acetone

Sources & evidence

ORD record
ord-b40156b582e4475e90be585199500c68
Source dataset
uspto-grants-1987_03
Patent number
US04650800

Reaction notes

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