Phosphorus oxychloride → HCID 57590892, compound

HRID 1783766Notes

Reaction equation

HRID 1783766 reaction equation
[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH:10]=2)[CH:5]=[N+:4]([O-])[CH:3]=1.O=P(Cl)(Cl)[Cl:19].C(=O)(O)[O-].[Na+]>C(Cl)(Cl)Cl>[Br:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]3[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=3[CH:10]=2)[C:5]([Cl:19])=[N:4][CH:3]=1

Participants

5

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 68897542HCID 68897542, compound

Product 1

HCID 57590892HCID 57590892, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
55 °C

Procedure

4-Bromo-benzo[g]isoquinoline 2-oxide (7-4) (380 mg, 1.39 mmol, 1 eq) was taken up in a ¼ v/v mixture of POCl3 and chloroform (20 ml) and the resulting solution was stirred at 55° C. for 2 hrs. The reaction mixture was then carefully poured into sat. aq. sodium bicarbonate, extracted with ethyl acetate, dried, and concentrated to give the crude desired chloride 7-5. LRMS m/z: found 294.0, 292.0, calcd. (M+H) 294.0, 292.0

Workup

  1. extractionextracted with ethyl acetate
  2. customdried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-a993729e79834ce3b754890ae7214468
Source dataset
uspto-grants-2009_03
Patent number
US07501435B2

Reaction notes

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