Bromine → HCID 135457799, compound

HRID 1244316Notes

Reaction equation

HRID 1244316 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:5][C:4]=1[NH:15][C:16]([C:18]1[NH:19][CH:20]=[CH:21][N:22]=1)=[S:17].BrBr>C(Cl)(Cl)Cl>[NH:22]1[CH:21]=[CH:20][N:19]=[C:18]1[C:16]1[S:17][C:5]2[C:6]([C:9]3[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=3)=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[C:4]=2[N:15]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 86010018HCID 86010018, compound

Product 1

HCID 135457799HCID 135457799, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

0.049 g of 1H-Imidazole-2-carbothioic acid (4-methoxy-biphenyl-3-yl)-amide (0.16 mmol) was taken up in chloroform and treated with 8.1 μl of Br2 (0.16 mmol) for 4 h at reflux. Then the reaction was quenched with sodium thiosulfate (38%) and extracted with chloroform. The combined organic phases were dried on sodium sulfate, filtered and evaporated. The residue was subjected to column chromatography (silica gel, methylene chloride/methanol 40:1) to yield 0.016 g of 2-(1H-imidazol-2-yl)-4-methoxy-7-phenyl-benzothiazole (33%) as a colorless solid; M.p.: 205–206° C.

Workup

  1. temperatureat reflux
  2. customThen the reaction was quenched with sodium thiosulfate (38%)
  3. extractionextracted with chloroform
  4. customThe combined organic phases were dried on sodium sulfate
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-734af9823faf4f58bb9d71aa660dca06
Source dataset
uspto-grants-2006_10
Patent number
US07122545B2

Reaction notes

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