تفاعل #4669

معادلة التفاعل

3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridine

compound 8c

3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridine

methyl iodide

→

1-Methyl-3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridinium iodide

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was refluxed overnight
2. 2
   أخرىThe acetone solution was then decanted from the insoluble oily residue
3. 3
   workup.ADDITIONEther was added to the acetone solution
4. 4
   أخرىthe solid which separated
5. 5
   أخرىwas crystallized from acetone/ether
6. 6
   أخرىYield

الإجراء التجريبي

To a solution of 1.71 g (5 mmol) of 3-{N-[β-(3,4-diacetoxyphenyl)ethyl]}carbamoylpyridine (prepared like compound 8c), 1.41 g (10 mmol) of methyl iodide were added and the mixture was refluxed overnight under stirring. The acetone solution was then decanted from the insoluble oily residue. Ether was added to the acetone solution and the solid which separated was crystallized from acetone/ether. Yield, 1.9 g (78%) of yellow crystalline needles, m.p. 171°-173° C. U.V. (methanol) 215, 265 nm; NMR (D2O) δ 8.86-7.63 (ms, 4H, C5H4N+), 6.66 (bs, 3H, C6H3), 4.4 (s, 3H, --N+ --CH3), 3.50 (t, 2H, --N--CH2), 3.03 (t, 2H, CH2), 2.21 (bs, 6H, 2 COCH3). Anal. Calcd for C19H21IN2O5 : C, 47.12; H, 4.37; N, 5.78. Found: C, 47.23; H, 4.38; N, 5.78.

المصدر