تفاعل #1740887

ord-c2c5fed39ba44851add36118fd640225

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 24h
  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 24h. 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: US05403845uspto-grants-1995_04