Diethylamine → N-(4-bromo-1,3-thiazol-5-yl)acetamide
Reaction equation
Br[C:2]1[S:3][C:4]([NH:8][C:9](=[O:11])[CH3:10])=[C:5]([Br:7])[N:6]=1.C(NCC)C>C(O)C.[Ni]>[Br:7][C:5]1[N:6]=[CH:2][S:3][C:4]=1[NH:8][C:9](=[O:11])[CH3:10]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of N-(2,4-dibromothiazol-5-yl)acetamide from example 1.4 (0.35 g, 1.17 mmol), diethylamine (0.085 g, 1.17 mmol) and Raney Ni (0.14 g, 2.33 mmol) in ethanol (50 mL) was stirred at room temperature for 12 h in a 100 mL round-bottomed flask to give a black solution. The reaction mixture was filtered and concentrated to give the title compound (0.20 g, 0.91 mmol, 78%) as a yellow solid which was directly used for the next step without purification.
Workup
- customto give a black solution
- filtrationThe reaction mixture was filtered
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-20f70f9f594f4f83b1277f2452573fc9
- Source dataset
- uspto-grants-2016_07
- Patent number
- US09388180B2
Reaction notes
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