Ethanol → HCID 53743878, compound

HRID 1154024Notes

Reaction equation

HRID 1154024 reaction equation
[NH2:1][CH2:2][P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6].C(O)C.[S:14]1[CH:18]=[CH:17][CH:16]=[C:15]1C=O>C(OCC)(=O)C>[S:14]1[CH:15]=[CH:16][CH2:17][C:18]1=[N:1][CH2:2][P:3](=[O:10])([O:7][CH2:8][CH3:9])[O:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 702EthanolHCID 73642-ThiophenecarboxaldehydeHCID 1596920Diethyl (aminomethyl)phosphonate

Product 1

HCID 53743878HCID 53743878, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 16.7 g. (0.1 mol) diethyl aminomethylphosphonate in 200 ml. absolute ethanol is treated with 11.2 g. (0.1 mol) thien-2-aldehyde and the mixture is heated under reflux and then evaporated to give 26 g. diethyl N-(thien-2-ylidene)-aminomethylphosphonate (yield: about 100%) in the form of a yellow oil giving a single spot in TLC (silica plate; eluent: ethyl acetate).

Workup

  1. temperatureunder reflux
  2. customevaporated
  3. customto give 26 g

Sources & evidence

ORD record
ord-602cd84027ef4e6f8ccc9cfd6d828f71
Source dataset
uspto-grants-1984_12
Patent number
US04487931

Reaction notes

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