تفاعل #1740889

ord-4ab2bac8a4354d3d9ca040e5cec9d1c8

معادلة التفاعل

Cl.O=C(O)C1CN=CNC1
1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride
CO
methanol
O=S(Cl)Cl
thionyl chloride
COC(=O)C1CN=CNC1.Cl
white crystals
المردود 60.0%
COC(=O)C1CN=CNC1.Cl
1,4,5,6-Tetrahydro-5-methoxycarbonylpyrimidine Hydrochloride
المردود 60.0%

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةThe resulting solution was refluxed
  2. 2
    workup.STIRRINGwith stirring for 18 hours
  3. 3
    أخرىevaporated in vacuo to white solids
  4. 4
    أخرىThe crude product was recrystallized from anhydrous methanol

الإجراء التجريبي

1,4,5,6-Tetrahydropyrimidine-5-carboxylic acid hydrochloride (6.34 g, 38.5 mmol) was dissolved in anhydrous methanol (200 ml) with stirring, and thionyl chloride (2.74 ml, 38.5 mmol) was added dropwise. The resulting solution was refluxed with stirring for 18 hours, then evaporated in vacuo to white solids. The crude product was recrystallized from anhydrous methanol to yield 4.12 g (60%) white crystals, mp 160°-164° C. Calculated: C 40.34, H 6.21, N 15.69; found: C 40.17, H 6.41, N 15.73.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05403845uspto-grants-1995_04