Water → 2-Methylbenzo(d)thiazole-5-carbonitrile

HRID 1738667ノート

反応式

HRID 1738667 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[S:9][C:8]([CH3:10])=[N:7][C:6]=2[CH:11]=1.O.[CH3:13][N:14]1CCCC1=O>S([O-])([O-])(=O)=O.[Cu+2]>[CH3:10][C:8]1[S:9][C:5]2[CH:4]=[CH:3][C:2]([C:13]#[N:14])=[CH:11][C:6]=2[N:7]=1

参加物

5

反応物 3

HCID 962WaterHCID 13387N-methyl-2-pyrrolidoneHCID 30174575-Bromo-2-methylbenzothiazole

生成物 1

HCID 150897122-Methylbenzo(d)thiazole-5-carbonitrile

試薬・触媒・溶媒 1

HCID 24462Copper Sulfate触媒

反応条件

温度
185 °C

実験手順

28.0 g of 5-bromo-2-methylbenzothiazole was dissolved in 200 ml of N-methyl-2-pyrrolidone, the solution thus prepared was mixed with 13.8 g of cuprous cyanide and a catalytically effective amount of copper sulfate, and the mixture was stirred for 4 hours with heating at a temperature of 180 to 190° C. in a stream of nitrogen. The resulting reaction solution was poured into water, and insoluble materials thus formed were collected by filtration. The thus collected insoluble materials were mixed with a mixture consisting of 22 ml of ethylenediamine and 50 ml of water, and the resulting mixture was stirred thoroughly. After extraction with benzene, the resulting organic layer was washed with water, and dried to distill of benzene. Thereafter, the residue thus formed was washed with ethanol to obtain 10.22 g of 2-methyl-5-benzothiazolecarbonitrile in the form of light brown crystals.

後処理

  1. customthe solution thus prepared
  2. customThe resulting reaction solution
  3. customthus formed
  4. filtrationwere collected by filtration
  5. additionThe thus collected insoluble materials were mixed with a mixture
  6. extractionAfter extraction with benzene
  7. washthe resulting organic layer was washed with water
  8. customdried
  9. distillationto distill of benzene
  10. customThereafter, the residue thus formed
  11. washwas washed with ethanol

出典と根拠

ORDレコード
ord-f0e141a01a1b467292a91943f98786e8
出典データセット
uspto-grants-1999_10
特許番号
US05962695

反応ノート

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