Potassium Iodide → HCID 70416067, compound

HRID 2232224Notes

Reaction equation

HRID 2232224 reaction equation
ClCCCN(C)[C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9]2=[N:16][N:17]=[C:18]([C:19]3[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=3)[N:8]2[N:7]=1.[I-].[K+].[C-:30]#[N:31].[K+]>C(O)C>[CH3:26][O:25][C:22]1[CH:21]=[CH:20][C:19]([C:18]2[N:8]3[N:7]=[C:6]([CH2:30][NH:31][CH2:13][CH2:14][CH2:15][C:6]#[N:7])[C:15]4[C:10]([C:9]3=[N:16][N:17]=2)=[CH:11][CH:12]=[CH:13][CH:14]=4)=[CH:24][CH:23]=1

Participants

5

Reactant 3

HCID 4875Potassium IodideHCID 9032Potassium CyanideHCID 21283340HCID 21283340, compound

Product 1

HCID 70416067HCID 70416067, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The compound of example 106 (2.5 g) is dissolved in ethanol (20 ml) and added of potassium iodide (0.4 g) and potassium cyanide (0.75 g). The mixture is refluxed for about 8 hours. The reaction mixture is then hot filtered, and the filtrate is concentrated to dryness. The residue is taken up with water and extracted with methylene chloride (2×25 ml). The pooled organic layer is dried over sodium sulfate and concentrated to dryness. The residue, which is the compound of the title, crystallizes from methanol. Yield: 70%. M.p. 117°-119° C.

Workup

  1. temperatureThe mixture is refluxed for about 8 hours
  2. concentrationhot filtered, and the filtrate is concentrated to dryness
  3. extractionextracted with methylene chloride (2×25 ml)
  4. dry with materialThe pooled organic layer is dried over sodium sulfate
  5. concentrationconcentrated to dryness
  6. customcrystallizes from methanol

Sources & evidence

ORD record
ord-47d1faaa45174196afc6a9aaf98ab704
Source dataset
uspto-grants-1988_11
Patent number
US04788186

Reaction notes

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