Hydrazine → 4-Hydrazino-2-(trifluoromethyl)quinazoline

HRID 2063590

반응식

HRID 2063590 반응식
Cl[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=[C:4]([C:12]([F:15])([F:14])[F:13])[N:3]=1.[NH2:16][NH2:17].C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[F:13][C:12]([F:15])([F:14])[C:4]1[N:3]=[C:2]([NH:16][NH2:17])[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N:5]=1

참가 물질

5

반응물 3

HCID 9321HydrazineHCID 11430Potassium CarbonateHCID 14754354-chloro-2-(trifluoromethyl)quinazoline

생성물 1

HCID 14754644-Hydrazino-2-(trifluoromethyl)quinazoline수율 56.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-chloro-2-(trifluoromethyl)quinazoline (2.0 g, 8.6 mmol) and hydrazine (0.27 mL, 8.6 mmol) in 20 mL of tetrahydrofuran was added 1.8 g (13 mmol) of potassium carbonate. The resultant suspension was stirred at ambient temperature for 2 hours. The reaction mixture was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate and the combined organics were dried over magnesium sulfate. After filtration, the organics were concentrated in vacuo to yield a yellow solid that was recrystallized in ethyl acetate:hexanes. 1.1 g (56%) of yellow needle-like crystals were isolated.

후처리

  1. customThe reaction mixture was partitioned between ethyl acetate and water
  2. extractionThe aqueous layer was extracted with ethyl acetate
  3. dry with materialthe combined organics were dried over magnesium sulfate
  4. filtrationAfter filtration
  5. concentrationthe organics were concentrated in vacuo
  6. customto yield a yellow solid
  7. customthat was recrystallized in ethyl acetate

출처 및 근거

ORD 기록
ord-393a81e8894d48a09d519c362141752b
출처 데이터셋
uspto-grants-2012_10
특허 번호
US08288398B2

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