5-Bromo-1,2-dimethyl-4-nitroimidazole → HCID 54552184, compound

HRID 743981Notes

Reaction equation

HRID 743981 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([SH:11])[N:4]=1.[CH3:12][N:13]1[C:17](Br)=[C:16]([N+:19]([O-:21])=[O:20])[N:15]=[C:14]1[CH3:22]>[OH-].[Na+].C(O)C>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([S:11][C:17]2[N:13]([CH3:12])[C:14]([CH3:22])=[N:15][C:16]=2[N+:19]([O-:21])=[O:20])[N:6]=1

Participants

5

Reactant 2

HCID 304915-Bromo-1,2-dimethyl-4-nitroimidazoleHCID 178493561HCID 178493561, compound

Product 1

HCID 54552184HCID 54552184, compoundYield 57.2%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

4,6-Dimethoxy-2-mercaptopyrimidine (3.0 g) was dissolved in an aqueous solution of sodium hydroxide (0.7 g in 100 ml water). 1,2-Dimethyl-5-bromo-4-nitro-1H-imidazole (3.9 g) dissolved in ethanol (50 ml) was added dropwise, and the mixture was stirred at room temperature for 6 hours. The precipitated product was filtered, washed with water, dried and recrystallised from acetonitrile to give 3.1 g of the desired product, mp 228°-30° C.

Workup

  1. additionwas added dropwise
  2. filtrationThe precipitated product was filtered
  3. washwashed with water
  4. customdried
  5. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-e0ebff94cbb84f34941154b32ede24ed
Source dataset
uspto-grants-1996_09
Patent number
US05559081

Reaction notes

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