Lawesson's reagent → HCID 19101772, compound

HRID 1974494Notes

Reaction equation

HRID 1974494 reaction equation
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:20]([NH2:22])=O)=[CH:15][CH:14]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:39])=CC=1>C1(C)C=CC=CC=1>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[CH2:11][O:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([CH:23]2[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24]2)[C:20]([NH2:22])=[S:39])=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 19025743HCID 19025743, compound

Product 1

HCID 19101772HCID 19101772, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.0 g (0.0052 mol) of the compound from Example II and 1.3 g (0.0031 mol) of Lawesson's reagent were heated at the boiling point with 15 ml of toluene under an argon atmosphere for 3 hours. The mixture was then separated by column chromatography (silica gel 60, toluene/tetrahydrofuran 100:5). A slightly yellowish product which could be recrystallised from diisopropyl ether was obtained (Rf =0.45).

Workup

  1. customThe mixture was then separated by column chromatography (silica gel 60, toluene/tetrahydrofuran 100:5)
  2. customA slightly yellowish product which could be recrystallised from diisopropyl ether
  3. customwas obtained (Rf =0.45)

Sources & evidence

ORD record
ord-140b727c9fd1429d82704f94e411befe
Source dataset
uspto-grants-1994_02
Patent number
US05283252

Reaction notes

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