Phosphorus oxybromide → HCID 178419321, compound

HRID 2112823Notes

Reaction equation

HRID 2112823 reaction equation
[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[NH:6][C:7](=O)[NH:8][C:4]=2[CH:3]=1.P(Br)(Br)([Br:14])=O>>[Br:14][C:7]1[NH:6][C:5]2[CH:10]=[CH:11][C:2]([Br:1])=[CH:3][C:4]=2[N:8]=1

Participants

3

Reactant 2

HCID 24613Phosphorus oxybromideHCID 122280605-Bromo-1,3-dihydro-2H-benzimidazol-2-one

Product 1

HCID 178419321HCID 178419321, compound

Conditions

Temperature
110 °C

Procedure

4.5 g (21.12 mmol) of 5-bromo-1,3-dihydrobenzimidazol-2-one is added batchwise at 60° C. to a melt of 30.27 g (105.6 mmol) of phosphorus oxybromide and the reaction mixture is stirred for 5 hours at 110° C. Then the reaction mixture is poured onto water and the precipitate formed is filtered off. The precipitate is stirred with DIPE/acetone (4:1) and the solid is filtered off. The solid is dried in the circulating air dryer at 50° C. Yield: 3.4 g (58% of theoretical); C7H4Br2N2 (M=275.92); calc.: molpeak (M+H)+: 275/277/279; found: molpeak (M+H)+: 275/277/279; Rf value: 0.6 (silica gel, DCM/MeOH 10:1).

Workup

  1. additionThen the reaction mixture is poured onto water
  2. customthe precipitate formed
  3. filtrationis filtered off
  4. stirringThe precipitate is stirred with DIPE/acetone (4:1)
  5. filtrationthe solid is filtered off
  6. customThe solid is dried in the circulating air dryer at 50° C

Sources & evidence

ORD record
ord-e3dfa928f0cc493b91692ba879e63efd
Source dataset
uspto-grants-2009_04
Patent number
US07524862B2

Reaction notes

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