Bromine → HCID 57436558, compound

HRID 502600Notes

Reaction equation

HRID 502600 reaction equation
[SH:1][C:2]1[C:3]([C:8]#[N:9])=[N:4][CH:5]=[CH:6][CH:7]=1.[Br:10]Br>C(OCC)(=O)C>[Br:10][C:8]1[C:3]2=[N:4][CH:5]=[CH:6][CH:7]=[C:2]2[S:1][N:9]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 151478413-Sulfanylpyridine-2-carbonitrile

Product 1

HCID 57436558HCID 57436558, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3-mercaptopicolinonitrile (1.05 g, 7.72 mmol) in ethyl acetate (30 mL), bromine (3.00 g, 18.90 mmol) was added dropwise at 0° C. The reaction mixture was allowed to warm to room temperature and then refluxed for 3 h. The reaction mixture was concentrated under reduced pressure. Trituration with hexanes:methylene chloride (1:1 mixture) gave 3-bromoisothiazolo[4,5-b]pyridine, as light brown solid which was carried forward without further purification. MW=215 confirmed by LC-MS, tr=15.89 min (Method Y) MH+=216.

Workup

  1. temperaturerefluxed for 3 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4d2681e0b4994294aa2cbb1cae4f1ea3
Source dataset
uspto-grants-2010_08
Patent number
US07776847B2

Reaction notes

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