Acetaldehyde → Phenyl[1-(piperidinosulfonylamino)ethyl]phenylphosphinate

HRID 259215

Reaction equation

HRID 259215 reaction equation
[C:1]1([P:7]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[O:8]C2C=CC=CC=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:22](=O)[CH3:23].[N:25]1([S:31]([NH2:34])(=[O:33])=[O:32])[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]1>ClC1C=CC=CC=1>[C:16]1([O:15][P:7]([CH:22]([NH:34][S:31]([N:25]2[CH2:30][CH2:29][CH2:28][CH2:27][CH2:26]2)(=[O:33])=[O:32])[CH3:23])([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[O:8])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 177AcetaldehydeHCID 239038Diphenyl phenylphosphoniteHCID 2767411-Piperidinesulfonamide

Product 1

HCID 21428537Phenyl[1-(piperidinosulfonylamino)ethyl]phenylphosphinateYield 75%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

This compound is obtained in 75% yield in a crude form from a mixture of equimolar quantities of diphenyl phenylphosphonite, acetaldehyde, and piperidinosulfonylamine in chlorobenzene. Recrystallization of a portion twice from acetonitrile gives a white solid product: mp 152°-165°; 31P nmr(DMSO-d6) -38.4 ppm.

Workup

  1. customThis compound is obtained in 75% yield in a crude form
  2. customRecrystallization of a portion twice from acetonitrile
  3. customgives a white solid product

Sources & evidence

ORD record
ord-10282a474b3343a584316eff86c987e8
Source dataset
uspto-grants-1977_07
Patent number
US04036913

Linked notes

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