N-bromobutanimide → HCID 11821667, compound

HRID 1828322Notes

Reaction equation

HRID 1828322 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10][C:11]1[S:15][C:14]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)=[N:13][CH:12]=1>C(Cl)(Cl)Cl>[Br:1][C:12]1[N:13]=[C:14]([C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[S:15][C:11]=1[O:10][CH3:9]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 22066151HCID 22066151, compound

Product 1

HCID 11821667HCID 11821667, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

400 mg (2.1 mmol) of N-bromosuccinimide was added into 10 ml of anhydrous chloroform with 400 mg (2.1 mmol) of 5-methoxy-2-phenylthiazole under 0° C. condition and was stirred for 4 hours at a room temperature. After completion of reaction, the organic phase was extracted with ethyl acetate, and was dried with addition of magnesium sulfate. After removing the solvent, the product was developed with ethyl acetate:hexane=1:3 solvent on silica column to give 4-bromo-5-methoxy-2-phenylthiazole (Rf=0.50). The yield was 550 mg in weight and 97% in percentage.

Workup

  1. customAfter completion of reaction
  2. extractionthe organic phase was extracted with ethyl acetate
  3. dry with materialwas dried with addition of magnesium sulfate
  4. customAfter removing the solvent

Sources & evidence

ORD record
ord-d31fa127692248f28b9ebd3d66c10841
Source dataset
uspto-grants-2006_06
Patent number
US07057054B2

Reaction notes

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