Water → N-(4-Methylthiazol-2-yl)acetamide

HRID 2247321Notes

Reaction equation

HRID 2247321 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([CH3:7])[N:6]=1.[C:8](Cl)(=[O:10])[CH3:9].O>N1C=CC=CC=1>[CH3:7][C:5]1[N:6]=[C:2]([NH:1][C:8](=[O:10])[CH3:9])[S:3][CH:4]=1

Participants

5

Procedure

2-Amino-4-methylthiazole (10.0 g, 87.6 mmol) is dissolved in dry pyridine (75 ml) at room temperature. This solution is then treated dropwise with acetyl chloride (6.3 ml, 87.6 mmol). After 2 hours, the reaction mixture is poured into water (1000 ml), and extracted with ethyl acetate (3×250 ml). The combined organic layers are washed with water (2×200 ml), brine (200 ml), dried over MgSO4, filtered and concentrated in vacuo. The residue is dissolved in toluene (200 ml) followed by the removal of the solvent in vacuo. The solid thus obtained is dried in vacuo to give the title compound.

Workup

  1. extractionextracted with ethyl acetate (3×250 ml)
  2. washThe combined organic layers are washed with water (2×200 ml), brine (200 ml)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. dissolutionThe residue is dissolved in toluene (200 ml)
  7. customfollowed by the removal of the solvent in vacuo
  8. customThe solid thus obtained
  9. customis dried in vacuo

Sources & evidence

ORD record
ord-203335b956fb44478464cdd6c17f29fd
Source dataset
uspto-grants-2010_03
Patent number
US07687637B2

Reaction notes

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