Phosphorus sulfide (P2S5) → HCID 12617938, compound

HRID 1701287Notes

Reaction equation

HRID 1701287 reaction equation
[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[NH:7][C:6](=O)[C:5]=12.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:17]>N1C=CC=CC=1>[CH:1]1[CH:2]=[CH:3][N:4]2[CH2:10][C:9]3[CH:11]=[CH:12][CH:13]=[CH:14][C:8]=3[NH:7][C:6](=[S:17])[C:5]=12

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 4682545,10-Dihydro-11H-pyrrolo[2,1-c][1,4]benzodiazepin-11-one

Product 1

HCID 12617938HCID 12617938, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A mixture of 6.0 g. of 5,10-dihydro-11H-pyrrolo[2,1-c]-[1,4]benzodiazepin-11-one (Example 1), 2.64 g. of phosphorus pentasulfide and 50 ml. of pyridine is stirred and heated at the reflux temperature for 4 hours, and concentrated to remove the pyridine. The residue is treated with 75 ml. of 5% aqueous sodium bicarbonate solution and 5 ml. of methanol and stirred at room temperature overnight. The product crystallizes gradually and is collected, washed with water and dried. This crude product is dissolved in chloroform, passed through a bed of Magnesol® silica gel, and the solvent evaporated to give yellow crystals of 5,10-dihydro-11H-pyrrolo[2,1-c][1,4]benzodiazepin-11-thione, m.p. 228°-231°.

Workup

  1. additionA mixture of 6.0 g
  2. temperatureheated at the reflux temperature for 4 hours
  3. concentrationconcentrated
  4. customto remove the pyridine
  5. additionThe residue is treated with 75 ml
  6. customThe product crystallizes gradually
  7. customis collected
  8. washwashed with water
  9. customdried
  10. dissolutionThis crude product is dissolved in chloroform
  11. customthe solvent evaporated

Sources & evidence

ORD record
ord-b741825bd2d844b0b065de1267720265
Source dataset
uspto-grants-1980_03
Patent number
US04192803

Reaction notes

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