تفاعل #52577

ord-eb8d8b4b51e54713ba1babd8bd6e5d5f

معادلة التفاعل

CC(Br)C(=O)Br
2-Bromopropionyl bromide
NCCS(=O)(=O)O
taurine
[Na+].[OH-]
NaOH
CC(Br)C(=O)NCCS(=O)(=O)[O-].[Na+]
Sodium 2-(2-bromopropionylamino)-ethanesulfonate

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas then added to the solution drop wise at 0° C. over 30 minutes
  2. 2
    workup.ADDITIONDuring the addition
  3. 3
    أخرىa large amount of solid was produced
  4. 4
    workup.ADDITIONto thoroughly mix the compounds until no more exotherm
  5. 5
    ترشيحThe solid was filtered
  6. 6
    غسيلwashed with a small amount of absolute ethanol
  7. 7
    تجفيفethyl ether and then dried in vacuo
  8. 8
    أخرىrecrystallized from methanol

الإجراء التجريبي

25.6 g of taurine (204 mmol) and 16.38 g of NaOH (409 mmol) were dissolved in 20 ml of deionized water. 2-Bromopropionyl bromide (44 g, 21.36 ml, 204 mmol) dissolved in 50 ml of dichloromethane was then added to the solution drop wise at 0° C. over 30 minutes. During the addition, a large amount of solid was produced. The reaction flask was manually agitated to thoroughly mix the compounds until no more exotherm was observed with additional agitation. The reaction mixture was then allowed to sit for 1 hour. The solid was filtered and washed with a small amount of absolute ethanol and then ethyl ether and then dried in vacuo. The compound can be used in this state or recrystallized from methanol.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US06855840B2uspto-grants-2005_02