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Hydrazine → HCID 178503465, 화합물

HRID 1821588
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HRID 1821588 반응식
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:10]1[C:11](Cl)=[N:12][C:13]([S:17][CH3:18])=[N:14][C:15]=1[Cl:16])=O.C(N(CC)C(C)C)(C)C.[NH2:29][NH2:30]>C1COCC1.C(OCC)(=O)C.O>[Cl:16][C:15]1[N:14]=[C:13]([S:17][CH3:18])[N:12]=[C:11]2[NH:29][N:30]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[Cl:1])[C:10]=12
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 3

HCID 9321Hydrazine2회HCID 81531DiisopropylethylamineHCID 59812853(2-Chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanone

생성물 1

HCID 178503465HCID 178503465, 화합물

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매3회
HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of (2-chlorophenyl)-(4,6-dichloro-2-methylsulfanylpyrimidin-5-yl)-methanone (875 mg, 2.62 mmol) and N,N-diisopropyl ethyl amine (0.69 mL, 1.5 eq) in THF (20 mL) at 0° C. was added a solution of hydrazine (83 μL, 1 eq) in THF (20 mL) dropwise with stirring. After addition was complete, the reaction was gradually warmed to room temperature over 2 hours. Analysis by TLC indicated that there was still starting material remaining. Additional 3 mL of a solution of hydrazine (17 μL) in THF (10 mL) was added dropwise to the reaction mixture, and the reaction mixture was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate (150 mL) and water (50 mL). The organic layer was separated, washed with water (4×50 mL) and brine (1×50 mL), dried over magnesium sulfate, filtered and concentrated to give the title compound as a yellowish powder (867 mg, (M+H)+=311).

후처리

  1. additionAfter addition
  2. stirringthe reaction mixture was stirred at room temperature overnight
  3. customThe organic layer was separated
  4. washwashed with water (4×50 mL) and brine (1×50 mL)
  5. dry with materialdried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-7bf32ad5d0f344b693bd35201fcb3a5e
출처 데이터셋
uspto-grants-2009_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07608603B2

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