تفاعل #1769054

ord-afbf09fa394c45db9eda9391e8260392

معادلة التفاعل

CC(C)O
2-propanol
Cl.O=C(O)C1CN=CNC1
1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride
O=S(Cl)Cl
thionyl chloride
C
charcoal
CC(C)OC(=O)C1CN=CNC1.Cl
crystals
المردود 84.0%
CC(C)OC(=O)C1CN=CNC1.Cl
Isopropyl 1,4,5,6-Tetrahydropyrimidine-5-carboxylate Hydrochloride
المردود 84.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe resulting mixture was refluxed 24 h
  2. 2
    أخرىby evaporating unreacted alcohol

الإجراء التجريبي

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (1.0 g, 6.08 mmol) was suspended in 2-propanol (50 ml) and thionyl chloride (0.76 g, 6.39 mmol) was added dropwise. The resulting mixture was refluxed 24 h. The pink solution was treated with charcoal and then reduced in volume to 15 ml by evaporating unreacted alcohol. By allowing the solution to stand overnight, white crystals (1.08 g, 84%) were obtained in three crops, mp 170° C. 300 MHz nmr confirmed product. Microanalysis calc.: C 46.49, H 7.26, N 13.56, found: C 46.49, H 7.25, N 13.64.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05175166uspto-grants-1992_12