Toluene → Methyl acetate hexane

HRID 637874

Reaction equation

HRID 637874 reaction equation
[N+]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1S(N)(=O)=O)([O-])=[O:2].NCP(=O)(OC(C)C)[O:17][CH:18](C)C.[C:26]1([CH3:32])C=CC=CC=1>>[C:26]([O:17][CH3:18])(=[O:2])[CH3:32].[CH3:8][CH2:9][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

4

Reactant 3

HCID 1140TolueneHCID 1385102-NitrobenzenesulfonamideHCID 13740526Dipropan-2-yl (aminomethyl)phosphonate

Product 1

HCID 23449302Methyl acetate hexane

Procedure

10 g (0.58 mole) of 2-nitrophenylsulfonamide are suspended in 20 ml of toluene and heated to reflux temperature. 17.0 g (0.087 mole) of diisopropyl aminomethylphosphonate are added dropwise to the hot solution. The reaction mixture is then boiled under reflux for 10 hours, cooled and evaporated. Chromatographing the residue over silica gel with a 4:1 methyl acetate/hexane mixture gives 1.6 g of 2-(di-i-propoxyphosphonylmethylamino)-phenylsulfonamide in the form of a yellow oil.

Workup

  1. temperatureheated
  2. temperatureto reflux temperature
  3. temperatureunder reflux for 10 hours
  4. temperaturecooled
  5. customevaporated

Sources & evidence

ORD record
ord-bbda92106ec645718dfb8917382af9a0
Source dataset
uspto-grants-1985_12
Patent number
US04559078

Linked notes

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