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Acetic Acid → 6-Benzothiazoleacetonitrile, 2-amino-alpha-methyl-

HRID 34531
ノート
印刷プレビュー

反応式

HRID 34531 の反応式
BrBr.C(O)(=O)C.[NH2:7][C:8]1[CH:13]=[CH:12][C:11]([CH:14]([CH3:17])[C:15]#[N:16])=[CH:10][CH:9]=1.[S-:18][C:19]#[N:20].[K+]>O>[NH2:20][C:19]1[S:18][C:13]2[CH:12]=[C:11]([CH:14]([CH3:17])[C:15]#[N:16])[CH:10]=[CH:9][C:8]=2[N:7]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 176Acetic Acid2 回HCID 24408BromineHCID 1200112-(4-Aminophenyl)propiononitrileHCID 516872Potassium thiocyanate

生成物 1

HCID 134779396-Benzothiazoleacetonitrile, 2-amino-alpha-methyl-収率 56%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

27.4 g of bromine in 87.5 ml of 95% v/v acetic acid were added dropwise to a stirred mixture of 25 g of 2-(p-aminophenyl)propionitrile [British Pat. No. 1,198,212], 66.8 g of potassium thiocyanate and 300 ml of 95% v/v acetic acid at ambient temperature. The mixture was then stirred at 50° C. for a further 2 hours before being poured into 1.5 liters of water. The solution obtained was filtered through celite and sodium bicarbonate was then added to the filtrate until no further precipitation occurred. The precipitate was collected and crystallized from methanol/water to give 19.4 g (56%) of 2-amino-α-methyl benzothiazole-6-acetonitrile as yellow prisms melting at 165.1° C.

後処理

  1. customat ambient temperature
  2. customThe solution obtained
  3. filtrationwas filtered through celite and sodium bicarbonate
  4. additionwas then added to the filtrate until no further precipitation
  5. customThe precipitate was collected
  6. customcrystallized from methanol/water

出典と根拠

ORDレコード
ord-c226167e48ef43748913a30018a7cb36
出典データセット
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04762840

反応ノート

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