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Dimethylamine → 4-(3-Buten-1-yl)-6-(dimethylamino)-2-hydrazino-1,3,5-triazine

HRID 1786115
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HRID 1786115 반응식
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1Cl.[CH2:10]([Mg]Br)[CH2:11][CH:12]=[CH2:13].C[CH2:17][N:18]([CH:22](C)C)C(C)C.CNC.O.[NH2:29][NH2:30]>C1C=CC=CC=1.O1CCOCC1>[CH2:10]([C:2]1[N:4]=[C:5]([N:18]([CH3:22])[CH3:17])[N:7]=[C:8]([NH:29][NH2:30])[N:1]=1)[CH2:11][CH:12]=[CH2:13]
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참가 물질

8

반응물 5

HCID 674DimethylamineHCID 7954Cyanuric chlorideHCID 24654Hydrazine hydrate (1:1)HCID 81531DiisopropylethylamineHCID 178418797HCID 178418797, 화합물

생성물 1

HCID 688481234-(3-Buten-1-yl)-6-(dimethylamino)-2-hydrazino-1,3,5-triazine

시약·촉매·용매 2

HCID 241
Benzene
용매
HCID 312751,4-Dioxane용매

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온도
0 °C

실험 절차

To a cyanuric chloride (1.07 g, 5.80 mmol) in anhydrous benzene (10.7 mL) was added at 0° C. dropwise a solution of 3-butenylmagnesium bromide (0.5M in THF, 12.8 mL, 6.38 mmol). The resulting mixture was stirred at 0° C. for 3 hrs. To the mixture were added 1,4-dioxane (10 mL), DIPEA (1.1 mL), followed by addition of dimethylamine (2.0M in MeOH, 3.2 mL, 6.38 mmol) at 0° C. The mixture was stirred and allowed to warm up to room temperature over 2 hours. Finally to it was added hydrazine hydrate (7.0 mL) at room temperature. The mixture was stirred at room temperature overnight. Then the volatiles were evaporated in vacuo. The residue was purified by HPLC to provide the title compound as a white solid. MH+209.

후처리

  1. stirringThe mixture was stirred
  2. temperatureto warm up to room temperature over 2 hours
  3. stirringThe mixture was stirred at room temperature overnight
  4. customThen the volatiles were evaporated in vacuo
  5. customThe residue was purified by HPLC

출처 및 근거

ORD 기록
ord-df1d91d0ebde4ebe867f1af20cecb905
출처 데이터셋
uspto-grants-2009_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07507726B2

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