Potassium Iodide → HCID 66701620, compound

HRID 77343Notes

Reaction equation

HRID 77343 reaction equation
ClC[CH:3]1[CH2:7][O:6][C:5]2([CH2:12][CH2:11][N:10]([CH2:13][C:14]3[S:18][C:17]([Cl:19])=[N:16][CH:15]=3)[CH2:9][CH2:8]2)[O:4]1.[C:20](=O)([O-])[O-].[K+].[K+].[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([F:34])=[C:31]([CH:33]=1)[NH2:32].[I-].[K+]>CN(C=O)C.O>[Cl:26][C:27]1[CH:28]=[CH:29][C:30]([F:34])=[C:31]([N:32]([CH:3]2[CH2:7][O:6][C:5]3([CH2:8][CH2:9][N:10]([CH2:13][C:14]4[S:18][C:17]([Cl:19])=[N:16][CH:15]=4)[CH2:11][CH2:12]3)[O:4]2)[CH3:20])[CH:33]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 750155-Chloro-2-fluoroanilineHCID 667016102-Chloromethyl-8-(2-chloro-5-thiazolyl)methyl-1,4-dioxa-8-azaspiro[4,5]decane

Product 1

HCID 66701620HCID 66701620, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

21 gm (0.065 mole) of 2-chloromethyl-8-(2-chloro-5-thiazolyl)methyl-1,4-dioxa-8-azaspiro[4,5]decane was taken in DMF (300 ml) at 28° C. To this mixture was added 28 gm of potassium carbonate, 10 gm of 5-chloro-2-fluoroaniline and the catalyst potassium iodide. The mass was kept at 140° C. for 20 hrs. The mixture was poured into ice-cooled water and the mass was extracted with ethyl acetate. The solvent was distilled off to get the dark brick red colored product with yield 85%.

Workup

  1. additionThe mixture was poured into ice-
  2. extractionthe mass was extracted with ethyl acetate
  3. distillationThe solvent was distilled off
  4. customto get the dark brick red colored product with yield 85%

Sources & evidence

ORD record
ord-5a67262532a341e8b1f063b8e97b2994
Source dataset
uspto-grants-2014_09
Patent number
US08841296B2

Reaction notes

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