N-bromobutanimide → HCID 86616724, compound

HRID 252275Notes

Reaction equation

HRID 252275 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[N:5]=[C:6]([NH2:9])[S:7][CH:8]=1.[Br:10]N1C(=O)CCC1=O>C(#N)C>[Br:10][C:8]1[S:7][C:6]([NH2:9])=[N:5][C:4]=1[CH2:3][O:2][CH3:1]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 230925274-(Methoxymethyl)-1,3-thiazol-2-amine

Product 1

HCID 86616724HCID 86616724, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

4-Methoxymethyl-thiazol-2-ylamine (170 mg, 1.1 mmol) is dissolved in acetonitrile and N-bromosuccinimide. (231 mg, 1.3 mmol, 1.1 equiv.) was added in one portion. The mixture was stirred at room temp. for 2 hours, then filtered and the filtrate was evaporated. After purification on silica-gel with ethyl acetate/n-heptane as eluent, 260 mg of a light red solid were obtained: MS: m/e 222.8 (M+H).

Workup

  1. addition(231 mg, 1.3 mmol, 1.1 equiv.) was added in one portion
  2. filtrationfiltered
  3. customthe filtrate was evaporated
  4. customAfter purification on silica-gel with ethyl acetate/n-heptane as eluent

Sources & evidence

ORD record
ord-78cf2f00b02c4e93ba34960a7389f854
Source dataset
uspto-grants-2011_01
Patent number
US07868030B2

Reaction notes

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