6-Methyluracil → 2,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-

HRID 371455

Reaction equation

HRID 371455 reaction equation
[Br:1]Br.[CH3:3][C:4]1[NH:9][C:8](=[O:10])[NH:7][C:6](=[O:11])[CH:5]=1>C(O)(=O)C>[Br:1][C:5]1[C:6](=[O:11])[NH:7][C:8](=[O:10])[NH:9][C:4]=1[CH3:3]

Participants

4

Reactant 2

HCID 122836-MethyluracilHCID 24408Bromine

Product 1

HCID 847572,4(1H,3H)-Pyrimidinedione, 5-bromo-6-methyl-Yield 77.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

Bromine (39.97 g, 0.25 mole) was added dropwise to a cooled mixture of 31.5 g (0.25 mole) of 6-methyl-2,4(1H,3H)pyrimidinedione in 200 ml of glacial acetic acid. The resulting mixture was stirred at ambient temperature for 16 hours and then filtered. The solid which was collected was washed with water and dried in vacuo overnight at 69° C. to give 39.9 g of the product as a white solid, mp 254° C. (dec.).

Workup

  1. filtrationfiltered
  2. customThe solid which was collected
  3. washwas washed with water
  4. customdried in vacuo overnight at 69° C.

Sources & evidence

ORD record
ord-75d36cdee415432186b42c2d574b37a0
Source dataset
uspto-grants-1985_07
Patent number
US04532240

Linked notes

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