2-Aminothiazole → HCID 9883408, compound

HRID 1029800Notes

Reaction equation

HRID 1029800 reaction equation
[S:1]1[CH2:4][S:3][C:2]1=[C:5]([C:12](C(OOCC)=O)=[O:13])[C:6]([O:8][CH:9]([CH3:11])[CH3:10])=[O:7].[NH2:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1>C(Cl)Cl>[S:3]1[CH2:4][S:1][C:2]1=[C:5]([C:12](=[O:13])[NH:20][C:21]1[S:22][CH:23]=[CH:24][N:25]=1)[C:6]([O:8][CH:9]([CH3:10])[CH3:11])=[O:7]

Participants

4

Reactant 2

HCID 21552-AminothiazoleHCID 19901120HCID 19901120, compound

Product 1

HCID 9883408HCID 9883408, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The solution of isopropyl 2-(1,3-dithietan-2-ylidene)-2-(ethoxycarboxycarbonyl)acetate (10 g) and 2-aminothiazole (4.0 g) in methylene chloride (100 ml) was stirred at room temperature for 24 hrs. The reaction mixture was washed with 10% aqueous sodium hydroxide solution and water and then evaporated. The residue was chromatographed on silica gel column using methylene chloride as an eluent to afford the titled compound as a white solid (6.5 g, 63%).

Workup

  1. washThe reaction mixture was washed with 10% aqueous sodium hydroxide solution and water
  2. customevaporated
  3. customThe residue was chromatographed on silica gel column

Sources & evidence

ORD record
ord-44a59e0b72874917b1b684bc26bd31e7
Source dataset
uspto-grants-1992_04
Patent number
US05103013

Reaction notes

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