Methylamine → N-methyl-2-chlorothiazole-4-carboxamide
Reaction equation
[Cl:1][C:2]1[S:3][CH:4]=[C:5]([C:7](Cl)=[O:8])[N:6]=1.[CH2:10]([N:12](CC)CC)C.CN>ClCCl.C1COCC1>[CH3:10][NH:12][C:7]([C:5]1[N:6]=[C:2]([Cl:1])[S:3][CH:4]=1)=[O:8]Participants
6
Procedure
To 445 mg (2.44 mmol) 2-chloro-thiazole-4-carbonyl chloride in 8.0 mL dichloromethane is added a mixture of 0.38 mL (2.69 mmol) triethylamine and 1.35 mL (2.69 mmol) 2 molars solution of methylamine in THF. The mixture is stirred over night, concentrated and the residue is treated with water and NaHCO3 solution. After extraction with ethylacetate the organic phases are combined, dried (Na2SO4) and concentrated to yield the desired product
Workup
- concentrationconcentrated
- additionthe residue is treated with water and NaHCO3 solution
- extractionAfter extraction with ethylacetate the organic phases
- dry with materialdried (Na2SO4)
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-c3330bf45f2045e28397d1296808a72a
- Source dataset
- uspto-grants-2015_04
- Patent number
- US09006450B2
Reaction notes
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