N-bromobutanimide → HCID 13621739, compound

HRID 746089Notes

Reaction equation

HRID 746089 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][C:19]2[NH:20][CH:21]=[C:22]([C:24]([F:27])([F:26])[F:25])[N:23]=2)=[CH:13][CH:12]=1>CC#N>[Br:1][C:21]1[N:20]=[C:19]([CH2:18][CH2:17][C:14]2[CH:15]=[CH:16][C:11]([O:10][CH3:9])=[CH:12][CH:13]=2)[NH:23][C:22]=1[C:24]([F:25])([F:26])[F:27]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 178490021HCID 178490021, compound

Product 1

HCID 13621739HCID 13621739, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

N-Bromosuccinimide (5.4 g, 0.03 mole) was added to a solution of VI (8.1 g, 0.03 mole) in CH3CN (150 mL) and the mixture stirred at room temperature. After 18 hours, the solution was evaporated to dryness in vacuo. The residue was partitioned between CHCl3 and H2O. Evaporation of the washed and dried CHCl3 extract under reduced pressure left 10.5 g (quant.) of VII; m.p. 104°-106° C. (CHCl3 --C6H14).

Workup

  1. customthe solution was evaporated to dryness in vacuo
  2. customThe residue was partitioned between CHCl3 and H2O
  3. customEvaporation of the
  4. washwashed
  5. extractiondried CHCl3 extract under reduced pressure
  6. waitleft 10.5 g (quant.) of VII

Sources & evidence

ORD record
ord-dc7269499d4c482c8d70f81d2e9366d5
Source dataset
uspto-grants-1986_07
Patent number
US04602093

Reaction notes

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