Phosphorus oxybromide → HCID 58149918, compound

HRID 2192494Notes

Reaction equation

HRID 2192494 reaction equation
P(Br)(Br)([Br:3])=O.O=[C:7]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([C:17]#[N:18])[C:11]=2[CH:10]=[CH:9][NH:8]1>ClCCCl>[Br:3][C:7]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([C:17]#[N:18])[C:11]=2[CH:10]=[CH:9][N:8]=1

Participants

4

Reactant 2

HCID 24613Phosphorus oxybromideHCID 426091831-Oxo-1,2-dihydroisoquinoline-5-carbonitrile

Product 1

HCID 58149918HCID 58149918, compound

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

Phosphorus oxybromide (6.7 g) was added to a suspension of 1-oxo-1,2-dihydro-5-isoquinolinecarbonitrile (2 g) in 1,2-dichloroethane (100 ml). The resulting suspension was heated under reflux overnight. The solvent was removed in vacuo and the residue was washed with aq NaHCO3 (2N, 2×15 ml) to afford, after drying, the title compound (2.27 g). δH (DMSO-d6, 400 MHz): 7.99 (2H, m), 8.54 (3H, m).

Workup

  1. temperatureThe resulting suspension was heated
  2. temperatureunder reflux overnight
  3. customThe solvent was removed in vacuo
  4. washthe residue was washed with aq NaHCO3 (2N, 2×15 ml)
  5. customto afford
  6. customafter drying

Sources & evidence

ORD record
ord-1af97f074bb74f18af4b25eb8515e0bf
Source dataset
uspto-grants-2012_12
Patent number
US08329730B2

Reaction notes

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