Acetic Anhydride → HCID 22119443, compound

HRID 368929Notes

Reaction equation

HRID 368929 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[N:9]=[C:10]([NH2:13])[S:11][CH:12]=2)[CH:5]=[C:4]([Cl:14])[N:3]=1.[C:15](OC(=O)C)(=[O:17])[CH3:16]>>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]2[N:9]=[C:10]([NH:13][C:15](=[O:17])[CH3:16])[S:11][CH:12]=2)[CH:5]=[C:4]([Cl:14])[N:3]=1

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 10900913HCID 10900913, compound

Product 1

HCID 22119443HCID 22119443, compoundYield 93.8%

Procedure

7.38 g (0.03 mol) of [4-(2,6-dichloropyridin-4-yl)-thiazol-2-yl]-amine and 70 ml of acetic anhydride are heated under reflux for 30 minutes, a solution initially forming but a precipitate then separating out. The reaction mixture is left to stand at room temperature for 16 hours, 200 ml of ice-water are then added and the mixture is filtered with suction. The residue is first washed several times with water and then digested with 200 ml of 5% strength aqueous sodium bicarbonate solution, and is filtered off with suction again. The product is dried at 50° C. under reduced pressure. 8.1 g (93.8% of theory) of N-[4-(2,6-dichloropyridin-4-yl)-thiazol-2-yl]-acetamide are obtained in this manner in the form of a solid substance of melting point 301° C.

Workup

  1. temperatureunder reflux for 30 minutes
  2. customa solution initially forming
  3. customa precipitate then separating out
  4. waitThe reaction mixture is left
  5. addition200 ml of ice-water are then added
  6. filtrationthe mixture is filtered with suction
  7. filtrationis filtered off with suction again
  8. customThe product is dried at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-95c228f50db84aa48df0d555dee31bea
Source dataset
uspto-grants-2000_10
Patent number
US06136754

Reaction notes

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