Ethanolamine → 1-Propanesulfonic acid, 3-[(2-hydroxyethyl)amino]-

HRID 437016Notes

Reaction equation

HRID 437016 reaction equation
[CH2:1]([CH2:3][NH2:4])[OH:2].[CH2:5]1[S:9](=[O:11])(=[O:10])[O:8][CH2:7][CH2:6]1>CO>[OH:2][CH2:1][CH2:3][NH:4][CH2:7][CH2:6][CH2:5][S:9]([OH:11])(=[O:10])=[O:8]

Participants

4

Reactant 2

HCID 700EthanolamineHCID 14264Propane sultone

Product 1

HCID 103134001-Propanesulfonic acid, 3-[(2-hydroxyethyl)amino]-

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

N-(β-hydroxyethyl)-3-aminopropanesulfonic acid, ##STR9## was prepared as follows: 366 parts ethanolamine and 1000 parts methanol were cooled to 10° C. in a three-necked, round-bottom flask which was fitted with a stirring bar, thermometer, and a dropping funnel. 244 parts propane sultone dissolved in 1000 parts methanol were added via the dropping funnel at such a rate that the flask temperature did not increase above 20° C. After the addition was completed, the contents of the flask were stirred for two hours, concentrated to a thick slurry, and then added to 2400 parts isopropyl alcohol. The resulting solid was filtered, rinsed with 500 parts isopropyl alcohol and dried to give 240 parts of the desired product.

Workup

  1. customwas fitted with a stirring bar
  2. additionwere added via the dropping funnel at such a rate that the flask temperature
  3. temperaturedid not increase above 20° C
  4. additionAfter the addition
  5. concentrationconcentrated to a thick slurry
  6. additionadded to 2400 parts isopropyl alcohol
  7. filtrationThe resulting solid was filtered
  8. washrinsed with 500 parts isopropyl alcohol
  9. customdried

Sources & evidence

ORD record
ord-45c146da5c4840a8a650c937bd8e219c
Source dataset
uspto-grants-1977_06
Patent number
US04029638

Reaction notes

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