Chlorodiphenylphosphine → HCID 178420560, compound

HRID 925052Notes

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]([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[C:36]1([P:29]([C:30]2[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=2)[N:22]=[C:15]([NH:14][C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[S:7][C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]2[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=2)[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1

Participants

Reactant 3

HCID 66180Chlorodiphenylphosphine

HCID 178418339Butyllithium

HCID 178512003HCID 178512003, compound

Product 1

HCID 178420560HCID 178420560, compound

Procedure

Procedure as described for NP Amidine I using the following amounts and modifications: 1.34 g of N1-(2-(phenylthio)phenyl)benzamidine (Amidine XIV, 4.4 mmol), 2.20 mL of 2.0 M butyllithium (4.4 mmol), 0.78 mL chlorodiphenylphosphine (4.4 mmol). After filtration to remove lithium chloride and removal of solvent, a sticky solid was isolated (2.01 g, 93%).

Workup

filtrationAfter filtration
customto remove
customlithium chloride and removal of solvent
customa sticky solid was isolated (2.01 g, 93%)

Sources & evidence

ORD record: ord-3327e8f5da3c48779a5b777c095dcf02
Source dataset: uspto-grants-2016_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09283555B2

Reaction notes

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