Lawesson's reagent → HCID 178444388, compound

HRID 221376Notes

Reaction equation

HRID 221376 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]([NH:9][NH:10][C:11]([CH:13]2[CH2:18][CH2:17][CH:16]([CH2:19][CH2:20][CH2:21][CH2:22][CH3:23])[CH2:15][CH2:14]2)=O)=O)=[CH:3][CH:2]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:33])=CC=1>C1(C)C=CC=CC=1>[CH2:19]([C@H:16]1[CH2:17][CH2:18][C@H:13]([C:11]2[S:33][C:7]([C:4]3[CH:5]=[CH:6][N:1]=[CH:2][CH:3]=3)=[N:9][N:10]=2)[CH2:14][CH2:15]1)[CH2:20][CH2:21][CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 69073123HCID 69073123, compound

Product 1

HCID 178444388HCID 178444388, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 4-pentyl-cyclohexanecarboxylic acid N′-(pyridine-4-carbonyl)hydrazide (Preparation 19, 50 mg, 0.158 mmol) and Lawesson's reagent (127 mg, 0.32 mmol) in toluene (2 ml) was heated under reflux for 18 h. The solvent was evaporated and the residue purified by flash chromatography (IH-EtOAc, 4:1 then EtOAc) to afford the title compound: RT=5.02 min; m/z (ES+)=316.0 [M+H]+.

Workup

  1. temperatureunder reflux for 18 h
  2. customThe solvent was evaporated
  3. customthe residue purified by flash chromatography (IH-EtOAc, 4:1

Sources & evidence

ORD record
ord-1c2e781c83cf4ed4b6fd1df814147632
Source dataset
uspto-grants-2012_06
Patent number
US08207147B2

Reaction notes

Loading…