Dimethylformamide → 1-(3-Methoxy-2-nitro-6-methylpyridylmethyl)-2-nitromethyleneimidazolidine

HRID 622704

反応式

HRID 622704 の反応式
[N+:1]([CH:4]=[C:5]1[NH:9][CH2:8][CH2:7][NH:6]1)([O-:3])=[O:2].[H-].[Na+].[H][H].[CH3:14][O:15][C:16]1[C:17]([N+:24]([O-:26])=[O:25])=[N:18][C:19]([CH2:22]Br)=[CH:20][CH:21]=1.[CH3:27]N(C)C=O>>[CH3:14][O:15][C:16]1[C:17]([N+:24]([O-:26])=[O:25])=[N:18][C:19]([CH3:22])=[CH:20][C:21]=1[CH2:27][N:6]1[CH2:7][CH2:8][NH:9][C:5]1=[CH:4][N+:1]([O-:3])=[O:2]

参加物

6

反応物 5

HCID 6228Dimethylformamide2 回HCID 24758Sodium hydrideHCID 30147632-(Nitromethylene)imidazolidineHCID 144051243-Methoxy-2-nitro-6-pyridylmethyl bromideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 867424401-(3-Methoxy-2-nitro-6-methylpyridylmethyl)-2-nitromethyleneimidazolidine

反応条件

温度
60 °C

実験手順

Nitromethyleneimidazolidine (1.3 g) was dissolved in dry dimethylformamide (15 ml), and sodium hydride (0.26 g) was added. The mixture was stirred at room temperature until the generation of hydrogen ceased. Subsequently, a solution of 2.4 g of 3-methoxy-2-nitro-6-pyridylmethyl bromide in 5 ml of dimethylformamide was added, and the mixture was stirred at 60° C. for 15 minutes. The reaction mixture was cooled to room temperature, poured into 50 ml of ice water, and extracted with dichloromethane. Dichloromethane was distilled off under reduced pressure, and ethanol was added to the residue to precipitate crystals. The crystals were collected by filtration and washed with ethanol to give 1-(3-methoxy-2-nitro-6-methylpyridylmethyl)-2-nitromethyleneimidazolidine (0.4 g). mp. 177°-181° C.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. extractionextracted with dichloromethane
  3. distillationDichloromethane was distilled off under reduced pressure, and ethanol
  4. additionwas added to the residue
  5. customto precipitate crystals
  6. filtrationThe crystals were collected by filtration
  7. washwashed with ethanol

出典と根拠

ORDレコード
ord-4cdc866464844c1c9043c9b082818713
出典データセット
uspto-grants-1988_09
特許番号
US04772620

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