تفاعل #63037

معادلة التفاعل

2-chloroacrylonitrile

1-amidino-4-phthalimidobutane hydrochloride

1,5-diazabicyclo[5,4,0]undec-5-ene

→

4-amino-2-(4-phthalimidobutyl)pyrimidine

المردود 42.2%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooled
2. 2
   أخرىevaporated to dryness
3. 3
   workup.ADDITIONThe residue was treated with water (50 ml.)
4. 4
   استخلاصthe mixture extracted with ethyl acetate (2×50 ml.)
5. 5
   استخلاصThe combined ethyl acetate extracts were extracted with N hydrochloric acid (3×30 ml.)
6. 6
   استخلاصextracted with ethyl acetate
7. 7
   أخرىThe ethyl acetate extracts were evaporated to dryness
8. 8
   أخرىthe residue recrystallised from acetonitrile

الإجراء التجريبي

A solution of 2-chloroacrylonitrile (1.75 g.) in acetronitrile (10 ml.) was added over 15 minutes to an ice-cooled mixture of 1-amidino-4-phthalimidobutane hydrochloride (5.64 g.), acetonitrile (50 ml.) and 1,5-diazabicyclo[5,4,0]undec-5-ene (6.08 g.). The mixture was stirred for a further two hours and then evaporated to dryness. The residue was treated with water (50 ml.) and the mixture extracted with ethyl acetate (2×50 ml.). The combined ethyl acetate extracts were extracted with N hydrochloric acid (3×30 ml.) and the combined aqueous extracts neutralised with sodium bicarbonate and extracted with ethyl acetate. The ethyl acetate extracts were evaporated to dryness and the residue recrystallised from acetonitrile to give 4-amino-2-(4-phthalimidobutyl)pyrimidine (2.5 g.), m.p. 139°-140°.

المصدر