Water → 74389-71-2

HRID 1485412Notes

Reaction equation

HRID 1485412 reaction equation
[CH3:1][CH:2]1[CH2:8][C:7](=O)[NH:6][C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[NH:3]1.P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:15].O>N1C=CC=CC=1>[CH3:1][CH:2]1[CH2:8][C:7](=[S:15])[NH:6][C:5]2[CH:10]=[CH:11][CH:12]=[CH:13][C:4]=2[NH:3]1

Participants

5

Reactant 3

HCID 962WaterHCID 14817Phosphorus sulfide (P2S5)HCID 198684-METHYL-1,3,4,5-TETRAHYDRO-2H-1,5-BENZODIAZEPIN-2-ONE

Product 1

HCID 303360874389-71-2Yield 83.2%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 4-methyl-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-one (220 mg, 1.25 mmol) and P2S5 (444 mg, 2.0 mmol) in pyridine (10 mL) was heated at 120° C. for 30 min. To the mixture, water (10 mL) was added, and then extracted with ethyl acetate (20 mL), dried with Na2SO4, concentrated and purified by CombiFlash (PE:EA=10:1) to give 4-methyl-4,5-dihydro-1H-benzo[b][1,4]diazepine-2(3H)-thione (200 mg, 83%). LRMS (M+H)+: 192 m/z.

Workup

  1. extractionextracted with ethyl acetate (20 mL)
  2. dry with materialdried with Na2SO4
  3. concentrationconcentrated
  4. custompurified by CombiFlash (PE:EA=10:1)

Sources & evidence

ORD record
ord-4d28bc507c8547a1a2a97fd444b2c2ca
Source dataset
uspto-grants-2016_08
Patent number
US09422292B2

Reaction notes

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