تفاعل #67029

ord-83043b28a00a419a9236279fc9ba1b55

معادلة التفاعل

COC(=O)CCl
Methyl 2-chloroacetate
Nc1nnc(S)n1-c1ccc(C2CC2)c2ccccc12
5-amino-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazole-3-thiol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
COC(=O)CSc1nnc(N)n1-c1ccc(C2CC2)c2ccccc12
methyl 2-(5-amino-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetate
المردود 80.0%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    ترشيحThe tan precipitate was collected by vacuum filtration
  2. 2
    تجفيفdried under high vacuum at 50° C. for 16 h in the presence of P2O5

الإجراء التجريبي

Methyl 2-chloroacetate (0.73 mL, 8.3 mmol) was added dropwise over 5 min to a suspension of 5-amino-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazole-3-thiol (2.24 g, 7.9 mmol) and potassium carbonate (1.21 g, 8.7 mmol) in DMF (40 mL) at room temperature. The reaction was stirred at room temperature for 24 h and slowly poured into a stirred ice-cold water solution. The tan precipitate was collected by vacuum filtration and dried under high vacuum at 50° C. for 16 h in the presence of P2O5 to yield methyl 2-(5-amino-4-(1-cyclopropylnaphthalen-4-yl)-4H-1,2,4-triazol-3-ylthio)acetate (2.24 g, 80%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08524754B2uspto-grants-2013_09