1,2-Dichloroethane → N-dimethylaminomethyleneguanine

HRID 274998ノート

反応式

HRID 274998 の反応式
[CH3:1][N:2]([CH3:5])[CH:3]=O.S(Cl)(Cl)=O.ClCCCl.[NH:14]1[C:23](=[O:24])[C:22]2[NH:21][CH:20]=[N:19][C:18]=2[N:17]=[C:15]1[NH2:16]>O>[CH3:1][N:2]([CH:5]=[N:16][C:15]1[NH:14][C:23](=[O:24])[C:22]2[NH:21][CH:20]=[N:19][C:18]=2[N:17]=1)[CH3:3]

参加物

6

反応物 4

HCID 111,2-DichloroethaneHCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 135398634Guanine

生成物 1

HCID 136087653N-dimethylaminomethyleneguanine収率 85%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

131.6 g (1.8 mol) of N,N-dimethylformamide and 42.8 g (0.36 mol) of thionyl chloride were added to 500 ml of 1,2-dichloroethane, and then 45.3 g (0.3 mol) of guanine (manufactured by Sumika Fine Chemicals Co., Ltd.) was added, followed by stirring at 80° C. for 6 hours. After cooling, the reaction mixture was added to 1000 ml of water to separate out the water layer, and then the water layer was neutralized with sodium hydrogen carbonate. The precipitating crystal was collected by filtration and washed with 100 ml of water to yield 52.6 g (0.255 mol) of a white crystal of N-dimethylaminomethyleneguanine (yield 85%).

後処理

  1. temperatureAfter cooling
  2. customto separate out the water layer
  3. filtrationThe precipitating crystal was collected by filtration
  4. washwashed with 100 ml of water

出典と根拠

ORDレコード
ord-cbd837ab981b433dbf02f01d16d5a464
出典データセット
uspto-grants-1995_02
特許番号
US05391733

反応ノート

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