2,4-Dichloro-5-fluoropyrimidine → 2-Chloro-5-fluoro-4-thiocyanopyrimidine

HRID 1194307Notes

Reaction equation

HRID 1194307 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([F:9])=[CH:4][N:3]=1.[S-:10][C:11]#[N:12].[K+]>C(O)=O>[Cl:1][C:2]1[N:7]=[C:6]([S:10][C:11]#[N:12])[C:5]([F:9])=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 2507052,4-Dichloro-5-fluoropyrimidineHCID 516872Potassium thiocyanate

Product 1

HCID 142569522-Chloro-5-fluoro-4-thiocyanopyrimidineYield 68%

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

In 50 ml of formic acid, a reaction of 10.0 g of 2,4-dichloro-5-fluoropyrimidine and 5.8 g of potassium thiocyanate was conducted at room temperature (20° C.) for 5 hours in a similar manner as Synthesis Example 1. Then, the reaction mixture was treated in a similar procedure as Synthesis Example 1, there was obtained a 68.0% yield of 2-chloro-5-fluoro-4-thiocyanopyrimidine, m.p. 103°-104° C.

Workup

  1. customwas conducted at room temperature
  2. custom(20° C.)
  3. customfor 5 hours
  4. customas Synthesis Example 1
  5. additionThen, the reaction mixture was treated in a similar procedure as Synthesis Example 1

Sources & evidence

ORD record
ord-7ee0e4a201354c6e8f00fe3d06c35eae
Source dataset
uspto-grants-1989_03
Patent number
US04814337

Reaction notes

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