Potassium Carbonate → 4-((Isopropyl(methyl)amino)methyl)thiazol-2-amine

HRID 350957Notes

Reaction equation

HRID 350957 reaction equation
[CH3:1][NH:2][CH:3]([CH3:5])[CH3:4].Cl.[NH2:7][C:8]1[S:9][CH:10]=[C:11]([CH2:13]Cl)[N:12]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH:3]([N:2]([CH2:13][C:11]1[N:12]=[C:8]([NH2:7])[S:9][CH:10]=1)[CH3:1])([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 732282-Thiazolamine, 4-(chloromethyl)-, hydrochloride (1:1)HCID 78485N-Methylisopropylamine

Product 1

HCID 210906044-((Isopropyl(methyl)amino)methyl)thiazol-2-amine

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

N-methyl-N-isopropylamine (3.02 g, 41 mmol) is added to a suspension of 2-amino-4-chloromethylthiazole hydrochloride (0.185 g, 1.0 mmol) in 15 mL ethanol. The reaction mixture is allowed to stand at room temperature for 4 days. The mixture was poured into aqueous potassium carbonate. The resulting aqueous suspension is extracted with dichloromethane. The organic layer is dried over MgSO4 and condensed to brown oil.

Workup

  1. extractionThe resulting aqueous suspension is extracted with dichloromethane
  2. dry with materialThe organic layer is dried over MgSO4 and condensed to brown oil

Sources & evidence

ORD record
ord-c3743e0ec4dd42899e707ab5c78cd1e5
Source dataset
uspto-grants-2007_02
Patent number
US07183300B2

Reaction notes

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