Phosphorus sulfide (P2S5) → HCID 22622988, compound

HRID 840377Notes

Reaction equation

HRID 840377 reaction equation
[CH3:1][CH:2]1[C:7](=O)[NH:6][C:5]2[CH:9]=[C:10]([CH2:13][CH2:14][N:15]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:11]=[CH:12][C:4]=2[O:3]1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:32]>N1C=CC=CC=1>[CH3:1][CH:2]1[C:7](=[S:32])[NH:6][C:5]2[CH:9]=[C:10]([CH2:13][CH2:14][N:15]([CH2:23][C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([Cl:30])[CH:25]=3)[C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH:11]=[CH:12][C:4]=2[O:3]1

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 22623102HCID 22623102, compound

Product 1

HCID 22622988HCID 22622988, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

730.6 mg (1.696 mmol) of 2-methyl-3-oxo-6-[2-(3-chlorobenzyl-tert-butyloxycarbonylamino)-ethyl]-3,4-dihydro-2H-1,4-benzoxazine is mixed in 8 ml of pyridine with 201.1 mg (0.607 mmol) of phosphorus pentasulfide, and then it is refluxed for four hours. The solvent is spun off, and the remaining residue is chromatographed on silica gel (mobile solvent: ethyl acetate/hexane). The yield is 439.3 mg (58%).

Workup

  1. temperatureit is refluxed for four hours
  2. customthe remaining residue is chromatographed on silica gel (mobile solvent: ethyl acetate/hexane)

Sources & evidence

ORD record
ord-35c6425ca9b544edb9acbe19825dff72
Source dataset
uspto-grants-2002_04
Patent number
US06365736B1

Reaction notes

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