Phosphorus oxychloride → HCID 15169710, compound

HRID 1082057Notes

Reaction equation

HRID 1082057 reaction equation
[CH3:1][C@@H:2]1[NH:8][CH2:7][C:6]2[CH:9]=[CH:10][CH:11]=[C:12]3[NH:13][C:14](=O)[N:4]([C:5]=23)[CH2:3]1.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:14]1[N:4]2[C:5]3[C:12](=[CH:11][CH:10]=[CH:9][C:6]=3[CH2:7][NH:8][C@@H:2]([CH3:1])[CH2:3]2)[N:13]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 452819126233-80-5

Product 1

HCID 15169710HCID 15169710, compound

Procedure

4.55 g (0.022 mol) of (S)-5-methyl-4,5,6,7-tetrahydroimidazo[4,5,1-jk][1,4]benzodiazepin-2(1H)-one in 90 ml of phosphoryl chloride are heated at 130° C. in an oil bath for 4 hours. The solvent is evaporated under vacuum and the oily residue taken up while hot in water. The mixture is left stirring for 15 minutes, is cooled and a concentrated aqueous ammonia solution is added. Extraction is carried out with dichloromethane, washing is carried out with water, drying is carried out over sodium sulphate and the solvent is evaporated to dryness. There are obtained 4.3 g of product in the form of an oil which is used as is in the following stage.

Workup

  1. customThe solvent is evaporated under vacuum
  2. waitThe mixture is left
  3. temperatureis cooled
  4. additiona concentrated aqueous ammonia solution is added
  5. extractionExtraction
  6. washwashing
  7. customdrying
  8. customthe solvent is evaporated to dryness

Sources & evidence

ORD record
ord-049de4fa6fe74f2882f64bd56b1b5adc
Source dataset
uspto-grants-1996_12
Patent number
US05589476

Reaction notes

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