Phosphorus oxychloride → HCID 11820387, compound

HRID 1946642Notes

Reaction equation

HRID 1946642 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6](=O)[NH:5][CH2:4][C:3]1=[O:14].P(Cl)(Cl)([Cl:17])=O>>[Cl:17][C:6]1[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:2]([CH3:1])[C:3](=[O:14])[CH2:4][N:5]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychloride2×HCID 35623871-Methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione

Product 1

HCID 11820387HCID 11820387, compound

Procedure

The title compound 467 (1.54 g, 8.10 mmol) was heated in phosphorus oxychloride (15 mL) at 95° C. for 2 hours. The reaction mixture was then cooled to room temperature and excess of phosphorus oxychloride was removed under reduced pressure. The black oil was dissolved in ethyl acetate and the organic phase was washed with sodium bicarbonate (saturated solution) and brine, dried over sodium sulfate, filtered and concentrated to afford crude title compound 468 that was used as such for the next step. MS (ESI): 209.12 (MH)+.

Workup

  1. customwas removed under reduced pressure
  2. dissolutionThe black oil was dissolved in ethyl acetate
  3. washthe organic phase was washed with sodium bicarbonate (saturated solution) and brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bada80d59e0e4a699dc93632ed40894f
Source dataset
uspto-grants-2013_03
Patent number
US08399452B2

Reaction notes

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