تفاعل #955926

ord-921e90b7b806411aa18f29e0697c784b

معادلة التفاعل

Cc1ccc(-c2ccc(Cl)nn2)c(C)c1
3-chloro-6-(2,4-dimethylphenyl)pyridazine
NC(N)=S
thiourea
O=C([O-])[O-].[Na+].[Na+]
Na2CO3
Cc1ccc(-c2ccc(=S)[nH]n2)c(C)c1
6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione
المردود 83.5%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe mixture was evaporated
  2. 2
    workup.ADDITIONwater (45 mL) was added to the residue
  3. 3
    أخرىThe precipitate that formed
  4. 4
    ترشيحwas collected by filtration
  5. 5
    غسيلwashed with diethylether
  6. 6
    أخرىdried

الإجراء التجريبي

3-chloro-6-(2,4-dimethylphenyl)pyridazine (example 13b) (1.36 g) was refluxed with thiourea (473 mg, 6.2 mmol) in EtOH (25 mL) for 5 hrs. The mixture was evaporated, and water (45 mL) was added to the residue, followed by Na2CO3 (318 mg, 3 mmol). The precipitate that formed was collected by filtration, washed with diethylether and dried to give 6-(2,4-Dimethylphenyl)pyridazine-3(2H)-thione (1.12 g, 52%). 1H NMR (300 MHz, dMSO): δ 2.29 (s, 3H), 2.32 (s, 3H), 7.12-7.30 (m, 2H), 7.29-7.31 (d, 1H), 7.46-7.49 (d, 1H), 7.65-7.68 (dd, 1H); MS (M+H, 217).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08968708B2uspto-grants-2015_03