Hydrochloric Acid → 2-Diethylphosphonomethyloxy-5-vinylaniline

HRID 229434Notes

Reaction equation

HRID 229434 reaction equation
Cl[Sn]Cl.Cl.[CH2:5]([O:7][P:8]([CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]=[CH2:22])=[CH:17][C:16]=1[N+:23]([O-])=O)([O:10][CH2:11][CH3:12])=[O:9])[CH3:6]>CO>[CH2:11]([O:10][P:8]([CH2:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]=[CH2:22])=[CH:17][C:16]=1[NH2:23])([O:7][CH2:5][CH3:6])=[O:9])[CH3:12]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 24479Stannous ChlorideHCID 541019582-Diethylphosphonomethyloxy-5-vinylnitrobenzene

Product 1

HCID 574382612-Diethylphosphonomethyloxy-5-vinylaniline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of SnCl2 (4 mmole) in freshly prepared methonolic HCl (10 mL) was added to a cold (0° C.) solution of 2-diethylphosphonomethyloxy-5-vinylnitrobenzene (1 mmole) in MeOH (5 mL). The mixture was warmed to room temperature and stirred for 3 h. Evaporation, extraction and chromatography provided 2-diethylphosphonomethyloxy-5-vinylaniline.

Workup

  1. customEvaporation, extraction and chromatography

Sources & evidence

ORD record
ord-6e3c4cf27c334d06a35cb807cd17e27c
Source dataset
uspto-grants-2009_07
Patent number
US07563774B2

Reaction notes

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