Sodium Hydroxide → 4,6-Dimethoxy-2-(3-nitro-2-thienylthio)pyrimidine

HRID 743982Notes

Reaction equation

HRID 743982 reaction equation
[OH-].[Na+].[CH3:3][O:4][C:5]1[CH:10]=[C:9]([O:11][CH3:12])[N:8]=[C:7]([SH:13])[N:6]=1.Cl[C:15]1[S:16][CH:17]=[CH:18][C:19]=1[N+:20]([O-:22])=[O:21]>O.C(O)C>[CH3:12][O:11][C:9]1[CH:10]=[C:5]([O:4][CH3:3])[N:6]=[C:7]([S:13][C:15]2[S:16][CH:17]=[CH:18][C:19]=2[N+:20]([O-:22])=[O:21])[N:8]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 2201862-Chloro-3-nitrothiopheneHCID 178493561HCID 178493561, compound

Product 1

HCID 538177994,6-Dimethoxy-2-(3-nitro-2-thienylthio)pyrimidineYield 83.1%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Sodium hydroxide (1.2 g) was dissolved in water (50 ml), 4,6-dimethoxy-2-mercaptopyrimidine (5.3 g) was added, and the mixture was stirred at room temperature for 15 minutes. 2-Chloro-3-nitrothiophene (5.0 g) dissolved in ethanol (50 ml) was added with stirring, the mixture being stirred at room temperature for 6 hours. The resulting precipitate was filtered, washed with water and dried, to give 7.6 g of the desired product, mp 199°-201° C.

Workup

  1. additionwas added
  2. stirringwith stirring
  3. stirringthe mixture being stirred at room temperature for 6 hours
  4. filtrationThe resulting precipitate was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-1dfdcdede26f4b6f8b8f1dd21fb67702
Source dataset
uspto-grants-1996_09
Patent number
US05559081

Reaction notes

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