Water → HCID 66682540, compound

HRID 1964502Notes

Reaction equation

HRID 1964502 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]2[NH:8][CH:9]=[CH:10][CH:11]=2)=[N:4][CH:3]=1.[Br:12]N1C(=O)CCC1=O.O>O1CCCC1>[Br:12][C:9]1[NH:8][C:7]([C:5]2[S:6][C:2]([CH3:1])=[CH:3][N:4]=2)=[CH:11][CH:10]=1

Participants

5

Reactant 3

HCID 962WaterHCID 67184N-bromobutanimideHCID 66682505HCID 66682505, compound

Product 1

HCID 66682540HCID 66682540, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

5-Methyl-2-(1H-pyrrol-2-yl)-1,3-thiazole (100 mg, 0.61 mmol) synthesized in Example (3c) was dissolved in tetrahydrofuran (7 mL), and cooled to 0° C. N-Bromosuccinimide (108 mg, 0.61 mmol) was added, and stirring was carried out at room temperature for 18 hours under nitrogen atmosphere. Water (10 mL) was added, and the solution was separated with diethyl ether (20 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was used as it is in the next reaction.

Workup

  1. customthe solution was separated with diethyl ether (20 mL)
  2. washThe organic layer was washed with saturated brine
  3. dry with materialsubsequently dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure
  5. customis in the next reaction

Sources & evidence

ORD record
ord-e5a86fe77eb148be98ae4fb701142ea0
Source dataset
uspto-grants-2013_04
Patent number
US08415359B2

Reaction notes

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