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

HRID 34531
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인쇄 미리보기

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HRID 34531 반응식
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
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 176Acetic Acid2회HCID 24408BromineHCID 1200112-(4-Aminophenyl)propiononitrileHCID 516872Potassium thiocyanate

생성물 1

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

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c226167e48ef43748913a30018a7cb36
출처 데이터셋
uspto-grants-1988_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04762840

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