Chlorodiisopropylphosphine → HCID 178460691, compound

HRID 925051Notes

Reaction equation

HRID 925051 reaction equation
[C:1]1([S:7][C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=2[NH:14][C:15](=[NH:22])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C([Li])CCC.Cl[P:29]([CH:33]([CH3:35])[CH3:34])[CH:30]([CH3:32])[CH3:31]>>[CH:30]([P:29]([CH:33]([CH3:35])[CH3:34])[N:22]=[C:15]([NH:14][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=1[S:7][C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([CH3:32])[CH3:31]

Participants

4

Reactant 3

HCID 538967ChlorodiisopropylphosphineHCID 178418339ButyllithiumHCID 178512003HCID 178512003, compound

Product 1

HCID 178460691HCID 178460691, compound

Procedure

Procedure as described for NP Amidine I using the following amounts and modifications: 1.52 g of N1-(2-(phenylthio)phenyl)benzamidine (Amidine XIV, 5.0 mmol), 2.50 mL of 2.0 M butyllithium (5.0 mmol), 0.80 mL chlorodiisopropylphosphine (5.0 mmol). After filtration to remove lithium chloride and removal of solvent, a yellow oil was isolated (2.07 g, 98%).

Workup

  1. filtrationAfter filtration
  2. customto remove
  3. customlithium chloride and removal of solvent
  4. customa yellow oil was isolated (2.07 g, 98%)

Sources & evidence

ORD record
ord-032f5e9147f3446db941515b2d14c893
Source dataset
uspto-grants-2016_03
Patent number
US09283555B2

Reaction notes

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