Dimethylformamide → HCID 178418411、化合物

反応式

Br[CH2:2][CH2:3]Br.[N-:5]=[N+:6]=[N-:7].[Na+].[N-]=[N+:10]=[N-:11].[Li][CH3:13].C[N:15]([CH:17]=O)C>>[CH3:13][NH:5][N:6]=[N:7][CH2:2][CH2:3][N:10]=[N:11][NH:15][CH3:17]

参加物

反応物 5

HCID 6228Dimethylformamide

HCID 78391,2-Dibromoethane

HCID 33557Sodium Azide

HCID 33558Azide

HCID 178418348HCID 178418348、化合物

生成物 1

HCID 178418411HCID 178418411、化合物収率 32%

反応条件

温度: 50 °C

実験手順

A flask is charged with 5.0 g (27 mmole) of 1,2-dibromoethane, 3.8 g (58 mmole) of sodium azide, and 50 ml of DMF. The mixture is heated at 50° C. with stirring under argon overnight. The mixture is worked up as described above, except that the azide solution is not evaporated down totally. When about 30 ml of solution remains the mixture is treated with 45 ml of a 1.3M solution of MeLi (58 mmole) as above. After 3 hr the reaction is worked up as described above, and a yellow solid is obtained. Crystallization from ether/petroleum ether affords 1.23 g (32% yield) of an off-white solid, mp 64°-6° C. Mass spectra (FAB) Calc (M+H) 145.1201, Found 145.1220±0.0015.