Phosphorus sulfide (P2S5) → HCID 20361194, compound
Reaction equation
[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=O)[CH2:10][N:9]=[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[C:7]=2[CH:20]=1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:22]>N1C=CC=CC=1>[CH3:1][S:2][C:3]1[CH:4]=[CH:5][C:6]2[NH:12][C:11](=[S:22])[CH2:10][N:9]=[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=3)[C:7]=2[CH:20]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 115 °C
Procedure
A stirred solution of 7-methylthio-1,3-dihydro-5-(2-pyridyl)-2H-1,4-benzodiazepin-2-one (0.0206 mole) in dry pyridine (400 ml.) was treated with phosphorus pentasulfide (5.05 g.), warmed, under nitrogen, at 110-120° C. for 1 hour, cooled and concentrated in vacuo. Residual pyridine was removed by the successive addition of xylene and toluene to the residue with concentration after each addition. The resulting residue was mixed with dilute sodium carbonate and extracted with chloroform. The chloroform extract was washed with brine, dried over anhydrous sodium sulfate and concentrated. The residue was crystallized to give 7-methylthio-1,3-dihydro-5-(2-pyridyl)-2H-1,4-benzodiazepine-2-thione.
Workup
- temperaturecooled
- concentrationconcentrated in vacuo
- customResidual pyridine was removed by the successive addition of xylene and toluene to the residue with concentration
- additionafter each addition
- additionThe resulting residue was mixed with dilute sodium carbonate
- extractionextracted with chloroform
- extractionThe chloroform extract
- washwas washed with brine
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated
- customThe residue was crystallized
Sources & evidence
- ORD record
- ord-174d39762db24f7cb8b7cbbcebc7a318
- Source dataset
- uspto-grants-1978_03
- Patent number
- US04081452
Reaction notes
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