Formic Acid → HCID 14256951, compound

HRID 1194306Notes

Reaction equation

HRID 1194306 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([I:9])=[CH:4][N:3]=1.[S-:10][C:11]#[N:12].[K+].C(O)=O>O>[Cl:1][C:2]1[N:7]=[C:6]([S:10][C:11]#[N:12])[C:5]([I:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 284Formic AcidHCID 2634382,4-Dichloro-5-iodopyrimidineHCID 516872Potassium thiocyanate

Product 1

HCID 14256951HCID 14256951, compoundYield 75.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
20 °C

Procedure

Into a 300-ml four-necked flask fitted with a thermometer and a stirrer were charged 35.0 g of 2,4-dichloro-5-iodopyrimidine, 15.0 g of potassium thiocyanate, and 150 ml of formic acid. This reaction mixture was stirred at room temperature (20° C.) for 3 hours. After completion of the reaction, the reaction mixture was poured into a large volume of water and the resulting precipitate was filtered off and dried to obtain crude crystals. Then, these crystals were recrystallized from toluene to obtain 28.5 g (75.4% yield) of 2-chloro-5-iodo-4-thiocyanopyrimidine, m.p. 185°-186.5° C.

Workup

  1. customInto a 300-ml four-necked flask fitted with a thermometer and a stirrer
  2. customAfter completion of the reaction
  3. filtrationthe resulting precipitate was filtered off
  4. customdried
  5. customto obtain crude crystals
  6. customThen, these crystals were recrystallized from toluene

Sources & evidence

ORD record
ord-0bde2dcedefa4e5c92dc1a4b08f2a254
Source dataset
uspto-grants-1989_03
Patent number
US04814337

Reaction notes

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