تفاعل #1726699

ord-aa04fdcc077146b994e8fe3e603cbdf6

معادلة التفاعل

CSc1nc(-c2ccccc2)c(N)s1
5-amino-2-(methylsulfanyl)-4-phenylthiazole
OO
hydrogen peroxide
CS(=O)c1nc(-c2ccccc2)c(N)s1
5-amino-2-(methylsulfinyl)-4-phenylthiazole
المردود 87.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىdropwise at ambient temperature
  2. 2
    أخرىAfter 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml)
  3. 3
    أخرىThe organic phase was separated
  4. 4
    غسيلwashed with brine
  5. 5
    تجفيفdried over sodium sulfate
  6. 6
    ترشيحfiltered
  7. 7
    تركيزconcentrated in vacuo

الإجراء التجريبي

To 5-amino-2-(methylsulfanyl)-4-phenylthiazole (305 mg, 1.37 mmol) in acetic acid (3.0 ml) was added aqueous hydrogen peroxide (660 μl, 30% wt, 6.9 mmol) dropwise at ambient temperature. After 4 hr the mixture was partitioned between dichloromethane (60 ml) and water (60 ml). The organic phase was separated, washed with brine, dried over sodium sulfate, filtered and concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded pure 5-amino-2-(methylsulfinyl)-4-phenylthiazole (285 mg, 87%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08110568B2uspto-grants-2012_02