Water → HCID 19710966, compound

HRID 724790Notes

Reaction equation

HRID 724790 reaction equation
[N-:1]=[N+:2]=[N-:3].[Na+].Br[CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[C:13]([Cl:18])[CH:12]=2)[C:7]1=[O:19].O>CN(C=O)C.CCOCC>[N:1]([CH:6]1[CH2:10][CH2:9][N:8]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[C:13]([Cl:18])[CH:12]=2)[C:7]1=[O:19])=[N+:2]=[N-:3]

Participants

6

Reactant 3

HCID 962WaterHCID 33557Sodium Azide2×HCID 19710988192318-55-1

Product 1

HCID 19710966HCID 19710966, compoundYield 120.6%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6228DimethylformamideSolvent

Procedure

Sodium azide (0.45 g) was added to a solution of 3-bromo-1-(3-chloro-4-fluorophenyl)-2-pyrrolidinone (2.00 g) in DMF (16 ml) and the mixture left to stand overnight. A further portion of sodium azide (0.15 g) was added and the mixture again left to stand overnight. The mixture was poured into water giving a white solid which was isolated by filtration, dissolved in ether, dried (MsSO4) and concentrated in vacuo to give the sub-title compound as an off-white solid (2.10 g) which was used directly in the next step.

Workup

  1. waitthe mixture left
  2. waitthe mixture again left
  3. waitto stand overnight
  4. customwas isolated by filtration
  5. customdried (MsSO4)
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-371eec3dec5243b39d31f7543e67daa1
Source dataset
uspto-grants-1998_01
Patent number
US05705456

Reaction notes

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