تفاعل #1144430

ord-331e78f44cf74847817221983cb31339

معادلة التفاعل

CSCCl
chloromethylmethylsulfide
Cc1c(-c2ccccc2)[nH]c(=S)[nH]c1=O
6-phenylthiothymine
CCN(CC)CC
triethylamine
CSCn1c(-c2ccccc2)c(C)c(=O)[nH]c1=S
target compound
المردود 8.1%
CSCn1c(-c2ccccc2)c(C)c(=O)[nH]c1=S
1-(methylthiomethyl)-6-phenylthiothymine
المردود 8.1%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىto react for 22 hours at room temperature
  2. 2
    تركيزThe reaction mixture was concentrated under reduced pressure
  3. 3
    غسيلeluted with chloroform
  4. 4
    تركيزThe eluate was concentrated
  5. 5
    أخرىcrystallized from ethyl acetate

الإجراء التجريبي

To 4 ml of dimethylformamide, 0.17 ml (2.0 mmol) of chloromethylmethylsulfide, 0.47 g (2.0 mmol) of 6-phenylthiothymine, 0.56 ml (2.0 mmol) of triethylamine were added and allowed to react for 22 hours at room temperature. The reaction mixture was concentrated under reduced pressure and the residue was adsorbed on a silica gel column and eluted with chloroform. The eluate was concentrated and crystallized from ethyl acetate to obtain 45 mg of the target compound (Yield: 8%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: USRE037979E1uspto-grants-2003_02