Water → HCID 12007427, compound

HRID 2076916Notes

Reaction equation

HRID 2076916 reaction equation
[NH2:1][C:2]1[S:3][CH:4]=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1.[Br:12]N1C(=O)CCC1=O.O>C(Cl)(Cl)Cl>[NH2:1][C:2]1[S:3][C:4]([Br:12])=[C:5]([C:7]2[O:8][CH:9]=[CH:10][CH:11]=2)[N:6]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 7278344-(Furan-2-yl)-1,3-thiazol-2-amine

Product 1

HCID 12007427HCID 12007427, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

2-Amino-4-(2-furyl)thiazole (330 mg, 1.99 mmol) obtained in Step 1 was suspended in chloroform (4 mL). To the suspension was added N-bromosuccinimide (360 mg, 2.02 mmol), and the mixture was stirred at room temperature for 1 hour. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was then evaporated under reduced pressure to give a title compound (438 mg, 90%).

Workup

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-328a3662c705471493bc7ee9873fd37f
Source dataset
uspto-grants-2011_04
Patent number
US07928098B2

Reaction notes

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