Methyl iodide → 2-Amino-4-[4-(2-diethylaminoethoxy)phenyl]imino-8-methoxy-4H-1,3,5-triazino[2,1-b]benzothiazole

HRID 615444노트

반응식

HRID 615444 반응식
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][C:6]2[N:7]=[C:8]([NH:10][C:11]([NH2:13])=[NH:12])[S:9][C:5]=2[CH:4]=1.[H-].[Na+].[CH2:18]([N:20]([CH2:33][CH3:34])[CH2:21][CH2:22][O:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=S)=[CH:26][CH:25]=1)[CH3:19].CI>CN(C)C=O.O>[NH2:12][C:11]1[N:10]=[C:8]2[N:7]([C:31](=[N:30][C:27]3[CH:26]=[CH:25][C:24]([O:23][CH2:22][CH2:21][N:20]([CH2:18][CH3:19])[CH2:33][CH3:34])=[CH:29][CH:28]=3)[N:13]=1)[C:6]1[CH:14]=[CH:15][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[S:9]2

참가 물질

7

반응물 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 226409854-(2-Diethylaminoethoxy)phenylisothiocyanateHCID 178488010N-(6-methoxy-1,3-benzothiazol-2-yl)guanidine

생성물 1

HCID 204283262-Amino-4-[4-(2-diethylaminoethoxy)phenyl]imino-8-methoxy-4H-1,3,5-triazino[2,1-b]benzothiazole수율 83.6%

시약·촉매·용매 2

HCID 962Water용매HCID 6228Dimethylformamide용매

실험 절차

6-Methoxybenzothiazol-2-ylguanidine (0.2 g) was added to a suspension of sodium hydride (0.022 g=0.044 g of 50% dispersion in oil) in anhydrous dimethylformamide (20 mls) and the resulting mixture was stirred at room temperature for 15 mins. 4-(2-Diethylaminoethoxy)phenylisothiocyanate (0.23 g) was added followed, after 2.5 hrs, by methyl iodide (0.14 g) and the mixture stirred for a further 18 hrs. Water was added to precipitate a yellow solid which was collected by filtration, washed with ethanol and dissolved in ethyl acetate. The ethyl acetate solution was dried over anhydrous sodium sulphate and evaporated to give a yellow solid (0.33 g). Recrystallisation of the residue from ethyl acetate gave the desired product as pale yellow crystals (0.08 g) mp 189.5°-191°.

후처리

  1. stirringthe mixture stirred for a further 18 hrs
  2. customto precipitate a yellow solid which
  3. filtrationwas collected by filtration
  4. washwashed with ethanol
  5. dissolutiondissolved in ethyl acetate
  6. dry with materialThe ethyl acetate solution was dried over anhydrous sodium sulphate
  7. customevaporated

출처 및 근거

ORD 기록
ord-8bbac0580d6147beb3d43304b3ffdf7f
출처 데이터셋
uspto-grants-1985_02
특허 번호
US04499269

반응 노트

불러오는 중…