تفاعل #4452

ord-4003f3bd15224084afa096bd852af473

معادلة التفاعل

Clc1cc(-c2csc(Cc3ccccc3)n2)ccn1
2-benzyl-4-(2-chloro-4-pyridyl)thiazole
Cl.Cl.c1ccc(Cc2nc(-c3ccnc(N4CCCCC4)c3)cs2)cc1
2-benzyl-4-[2-(1-piperidyl)-4-pyridyl]thiazole dihydrochloride
المردود 73.5%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةto reflux for 16 hours
  2. 2
    تركيزThe reaction mixture was concentrated
  3. 3
    ترشيحfiltered through celite
  4. 4
    غسيلthe filtrate washed with water (2×)
  5. 5
    تجفيفThe ether layer was dried
  6. 6
    تركيزconcentrated
  7. 7
    workup.ADDITIONtreated with an excess of dry hydrochloric acid

الإجراء التجريبي

A solution of 2-benzyl-4-(2-chloro-4-pyridyl)thiazole (1.00 g, 0.0035 mol) in piperidine (15 mL) was heated to reflux for 16 hours. The reaction mixture was concentrated, taken up in ether (50 mL), filtered through celite, and the filtrate washed with water (2×). The ether layer was dried and concentrated. The residue was taken up in ethanol (20 mL) and treated with an excess of dry hydrochloric acid. Careful dilution with ether afforded 2-benzyl-4-[2-(1-piperidyl)-4-pyridyl]thiazole dihydrochloride (525 mg, 49%). mp. 145° C.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04725606uspto-grants-1988_02