Sodium hydride → HCID 21569038、化合物

HRID 1579708ノート

反応式

HRID 1579708 の反応式
[H-].[Na+].[CH3:3][N:4]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[NH:5][C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7].[H][H].Br[CH2:29][C:30]1[CH:37]=[CH:36][C:33]([C:34]#[N:35])=[CH:32][CH:31]=1>CN(C)C=O>[CH3:3][N:4]([C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])[N:5]([CH2:29][C:30]1[CH:37]=[CH:36][C:33]([C:34]#[N:35])=[CH:32][CH:31]=1)[C:6]([O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:7]

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 869964-(Bromomethyl)benzonitrileHCID 255687Dibenzyl 1-methylhydrazine-1,2-dicarboxylateHCID 178418361HCID 178418361、化合物

生成物 1

HCID 21569038HCID 21569038、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒3 回

実験手順

A suspension of 21.5 g. of sodium hydride in 80 ml. of dimethylformamide was added slowly, while stirring to a solution of 281 g. of 1-methyl-1,2-dicarbobenzoxy-hydrazine in 300 ml. of dimethylformamide. After the evolution of hydrogen had subsided, there was added to the reaction mixture a solution of 167 g. of 4-(bromomethyl)-benzonitrile in 200 ml. of dimethylformamide and the mixture was then heated for 1 hour at 80°. The solvent was then almost completely distilled off in vacuo, the residue triturated with water and extracted with ether. The ether extract was washed with water, dried and concentrated. By recrystallization from dibutylether, there was obtained the 4-[(2-methyl-1,2-dicarbobenzoxy-hydrazino)-methyl]-benzonitrile melting at 68°.

後処理

  1. additionA suspension of 21.5 g
  2. additionthere was added to the reaction mixture a solution of 167 g
  3. distillationThe solvent was then almost completely distilled off in vacuo
  4. customthe residue triturated with water
  5. extractionextracted with ether
  6. extractionThe ether extract
  7. washwas washed with water
  8. customdried
  9. concentrationconcentrated
  10. customBy recrystallization from dibutylether

出典と根拠

ORDレコード
ord-ce766ea9597a49f4b3bce8d60b9711dc
出典データセット
uspto-grants-1976_01
特許番号
US03931268

反応ノート

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