2-Methylbenzenesulfonic acid → HCID 86741462, compound

HRID 543303Notes

Reaction equation

HRID 543303 reaction equation
[C:1]1(C)[C:2]([S:7]([OH:10])(=[O:9])=[O:8])=[CH:3][CH:4]=[CH:5][CH:6]=1.[CH2:12]([NH:20][CH:21]([NH2:23])[CH3:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]>O.C(O)(C)C>[S:7]([C:2]1[CH:1]=[CH:6][C:5]([CH3:12])=[CH:4][CH:3]=1)([OH:10])(=[O:8])=[O:9].[CH2:12]([NH:20][CH:21]([NH2:23])[CH3:22])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19]

Participants

5

Reactant 2

HCID 69252-Methylbenzenesulfonic acidHCID 20147697HCID 20147697, compound

Product 1

HCID 86741462HCID 86741462, compoundYield 99.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent2×

Procedure

A solution of toluenesulphonic acid (3 g, 0.0159 mol) in a mixture of water:isopropanol (20 ml, 1:1) was cooled to 0° C. and treated with N-(n-octyl)ethanediamine (3 g, 0.0175 mol) in isopropanol (10 ml). The solution was allowed to warm to room temperature and the solvent removed under reduced pressure to yield a solid which was recrystallized from isopropanol, to yield N-(n-octyl)-ethanediamine tosylate (3 g) as white plates, m.p. 80°-85° C.

Workup

  1. customthe solvent removed under reduced pressure
  2. customto yield a solid which
  3. customwas recrystallized from isopropanol

Sources & evidence

ORD record
ord-2866f087605645a1843dd4511efd4ac6
Source dataset
uspto-grants-1987_04
Patent number
US04661602

Reaction notes

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