Lawesson's reagent → HCID 15132540, compound

HRID 2082437Notes

Reaction equation

HRID 2082437 reaction equation
[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]3[CH2:17][CH2:16][C:15]4[C:7]3=[C:8]([CH:12]=[CH:13][CH:14]=4)[C:9](=O)[NH:10][C:4]=2[CH:3]=1.COC1C=CC(P2(=S)SP(=S)(C3C=CC(OC)=CC=3)[S:29]2)=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:19]=[CH:18][C:5]2[N:6]3[CH2:17][CH2:16][C:15]4[C:7]3=[C:8]([CH:12]=[CH:13][CH:14]=4)[C:9](=[S:29])[NH:10][C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 138232839-Bromo-1,2dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepine-6-one

Product 1

HCID 15132540HCID 15132540, compoundYield 63.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To 9-bromo-1,2-dihydrobenzo[b]pyrrolo[3,2,1-jk][1,4]benzodiazepin-6-one (9 g) in toluene (175 ml), under nitrogen, was added 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (12.6 g). The mixture was refluxed for 1 hr and concentrated under reduced pressure. Recrystallization of the residue from chloroform: hexane afforded 6 g (63%) of product, mp 196°-197° C.

Workup

  1. temperatureThe mixture was refluxed for 1 hr
  2. concentrationconcentrated under reduced pressure
  3. customRecrystallization of the residue from chloroform

Sources & evidence

ORD record
ord-302c547ec35943499b1cafa39802147f
Source dataset
uspto-grants-1993_02
Patent number
US05189161

Reaction notes

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