N-bromobutanimide → HCID 86080199, compound

HRID 602244Notes

Reaction equation

HRID 602244 reaction equation
[CH2:1]([C:4]1[NH:8][C:7]([CH:9]=[O:10])=[CH:6][CH:5]=1)[CH2:2][CH3:3].C1C(=O)N([Br:18])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:18][C:5]1[CH:6]=[C:7]([CH:9]=[O:10])[NH:8][C:4]=1[CH2:1][CH2:2][CH3:3]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 14987392HCID 14987392, compound

Product 1

HCID 86080199HCID 86080199, compoundYield 60%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
50 °C

Procedure

15 g of 5-n-propyl-2-pyrrolaldehyde (0.11 moles) are dissolved in 600 mL of CCl4 under a nitrogen atmosphere. 23 g of NBS (0.13 moles) are added and the mixture is heated to 50° C. for 6 h. The succinimide is filtered out, the organic phase is washed with a saturated solution of NaHCO3, dried with Na2SO4 and evaporated. 14 g of product are obtained, which are used in the subsequent step. Formula: C8H10BrNO (m.w. 216.08). Yield 60%.

Workup

  1. filtrationThe succinimide is filtered out
  2. washthe organic phase is washed with a saturated solution of NaHCO3
  3. dry with materialdried with Na2SO4
  4. customevaporated

Sources & evidence

ORD record
ord-8afdc45f905d4707992d369e799ee2e9
Source dataset
uspto-grants-2011_03
Patent number
US07906501B2

Reaction notes

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