Water → 2-Chloro-5-nitropyrimidin-4-yl thiocyanate

HRID 1800666Notes

Reaction equation

HRID 1800666 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[S-:12][C:13]#[N:14].[K+].O>C(O)(=O)C>[Cl:1][C:2]1[N:7]=[C:6]([S:12][C:13]#[N:14])[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 516872Potassium thiocyanateHCID 5212662,4-Dichloro-5-nitropyrimidine

Product 1

HCID 210775882-Chloro-5-nitropyrimidin-4-yl thiocyanateYield 89%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 2,4-dichloro-5-nitropyrimidine (16.7 g, 85.8 mmol) in acetic acid (100 mL) was added at room temperature potassium thiocyanate (8.82 g, 90.8 mmol) over 1.5 hr or longer, and the mixture was stirred for 3 hr. The reaction mixture was poured into vigorously stirred water (500 mL), and the mixture was stirred for 30 min. The resulting solid was collected by filtration, and dried to give the title compound (16.5 g, 89%) as pale-yellow crystals.

Workup

  1. stirringthe mixture was stirred for 30 min
  2. filtrationThe resulting solid was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-2c9f6e92da2e455e9b35b7c9146c6c4a
Source dataset
uspto-grants-2013_01
Patent number
US08344135B2

Reaction notes

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