Ethanol → HCID 178418636, compound

HRID 5489Notes

Reaction equation

HRID 5489 reaction equation
[SH:1][CH:2]([S:4]([O-:7])(=[O:6])=[O:5])[CH3:3].[Na+].SC(S(O)(=O)=O)C.[NH2:16][C@H:17]([C:25]([OH:27])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:24])[NH2:23].C(O)C>O>[SH:1][CH:2]([S:4]([OH:7])(=[O:6])=[O:5])[CH3:3].[NH2:16][C@H:17]([C:25]([OH:27])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:23])[NH2:24]

Participants

6

Reactant 4

HCID 702EthanolHCID 14673438Mercaptoethansulphonic acidHCID 23690786Sodium mercaptoethanesulfonateHCID 178418600HCID 178418600, compound

Product 1

HCID 178418636HCID 178418636, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

12 g of sodium mercaptoethansulphonate are freed in aqueous solution and under nitrogen stream in a column, as described in the example 1. The mercaptoethansulphonic acid coming out of the column in aqueous solution, under nitrogen stream and at pH=1, is gradually added with arginine, in free base form, in stoichiometrical amount dissolved in water under nitrogen stream (12.7 g), by operating at pH values of between 6 and 7. Upon the salification is completed the pH of the solution of the salt must be of between 6 and 7. The solution is then concentrated to dryness giving a residue which, upon being taken with 200 ml of absolute ethanol, under stirring and in hot condition, is converted into white crystals. The suspension is agitated at 50° C. for 30 minutes, then cooled and filtered, whereby 22.8 g of white crystalline product are obtained, with a 98% yield and a melting point of 214°-216° C.; the pH in 10% aqueous solution is 6.7 and the solubility in water is perfect. The analysis gave the following results:

Workup

  1. concentrationThe solution is then concentrated to dryness
  2. customgiving a residue which
  3. stirringThe suspension is agitated at 50° C. for 30 minutes
  4. temperaturecooled
  5. filtrationfiltered

Sources & evidence

ORD record
ord-439e786999cd49489670a20eafe0b9c6
Source dataset
uspto-grants-1993_09
Patent number
US05244920

Reaction notes

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