HCID 86743703, compound → HCID 19869479, compound

HRID 330399Notes

Reaction equation

HRID 330399 reaction equation
ClCCC1C=C([N+]([O-])=O)C=[CH:6][C:5]=1[S:13]([C:16]1[CH:21]=[CH:20][C:19]([N+:22]([O-:24])=[O:23])=[CH:18][C:17]=1CCCl)(=[O:15])=[O:14]>C(N)(C)C>[CH3:18][CH:19]([NH:22][CH2:6][CH2:5][S:13]([C:16]1[CH:17]=[CH:18][C:19]([N+:22]([O-:24])=[O:23])=[CH:20][CH:21]=1)(=[O:14])=[O:15])[CH3:20]

Participants

3

Reactant 1

HCID 86743703HCID 86743703, compound

Product 1

HCID 19869479HCID 19869479, compound

Reagents, catalysts & solvents 1

HCID 6363IsopropylamineSolvent

Procedure

A solution of 2-chloroethyl-4-nitrophenylsulfone in isopropylamine is stirred at room temperature for about 72 hr. The isopropylamine is removed by evaporation, and the residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide. The methylene chloride layer is extracted with dilute sodium hydroxide, and dried over magnesium sulfate. The solvent is removed by evaporation to give 1-methyl-N-[2-[(4-nitrophenyl)sulfonyl]ethyl]ethanamine as an oil.

Workup

  1. customThe isopropylamine is removed by evaporation
  2. dissolutionthe residue is dissolved with agitation in a mixture of methylene chloride and dilute sodium hydroxide
  3. extractionThe methylene chloride layer is extracted with dilute sodium hydroxide
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent is removed by evaporation

Sources & evidence

ORD record
ord-5643a07dcccb4127910530c0fb20a976
Source dataset
uspto-grants-1990_01
Patent number
US04895840

Reaction notes

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