Acetic Anhydride → N-(2-Methylthiazol-5-yl)acetamide

HRID 1051425Notes

Reaction equation

HRID 1051425 reaction equation
CCN(CC)CC.Cl.[CH3:9][C:10]1[S:11][C:12]([NH2:15])=[CH:13][N:14]=1.[CH3:16][C:17](OC(C)=O)=[O:18]>C(Cl)Cl>[CH3:9][C:10]1[S:11][C:12]([NH:15][C:17](=[O:18])[CH3:16])=[CH:13][N:14]=1

Participants

5

Reactant 3

HCID 7918Acetic AnhydrideHCID 8471TriethylamineHCID 867155582-Methylthiazol-5-amine hydrochloride

Product 1

HCID 73554716N-(2-Methylthiazol-5-yl)acetamideYield 77.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of Et3N (1.4 ml, 10 mmol) and 2-methylthiazol-5-amine hydrochloride (1 g, 6.6 mmol) in DCM (30 mL) was added Ac2O (0.94 mL, 10 mmol). The mixture was stirred at room temperature for 3 h. The reaction solution was concentrated, deposited onto silica gel and loaded onto a silica gel column and eluted with EA to give the title compound (0.8 g, yield: 77%).

Workup

  1. concentrationThe reaction solution was concentrated
  2. washeluted with EA

Sources & evidence

ORD record
ord-9260f1e1a35e46948e3fb32945d1b786
Source dataset
uspto-grants-2016_07
Patent number
US09388180B2

Reaction notes

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