Hydrazine hydrate (1:1) → 4-(tert-Butyl)-3-chloro-6-hydrazinylpyridazine

HRID 378839

반응식

HRID 378839 반응식
[C:1]([C:5]1[CH:10]=[C:9](Cl)[N:8]=[N:7][C:6]=1[Cl:12])([CH3:4])([CH3:3])[CH3:2].O.[NH2:14][NH2:15]>C(O)C>[C:1]([C:5]1[CH:10]=[C:9]([NH:14][NH2:15])[N:8]=[N:7][C:6]=1[Cl:12])([CH3:4])([CH3:3])[CH3:2]

참가 물질

4

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 898464-tert-Butyl-3,6-dichloropyridazine

생성물 1

HCID 229878864-(tert-Butyl)-3-chloro-6-hydrazinylpyridazine수율 61%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

4-t-Butyl-3,6-dichloropyridazine (Samaritoni, J. G.; Org. Prep. & Proc. Intl., 1988, 20(2), 117-121) (16 g, 78 mmol) and hydrazine monohydrate (24.7 mL, 780 mmol) in ethanol (250 mL) were heated at reflux for 16 hours. The solvent was removed and hydrochloric acid (5M) was added and the resulting mixture was washed with dichloromethane. The aqueous layer was poured onto ice and ammonium hydroxide was added until the mixture was basic. The mixture was extracted with dichoromethane, dried (MgSO4) filtered and evaporated to give a yellow solid (9.5 g, 61%) 1HNMR (360 MHz, CDCl3) δ 1.46 (9H, s, t Bu), 378 (2H, br s, NH2), 6.84 (1H, br s, NH), 7.10 (1H, s, ArH); MS (ES+) m/e 201 [MH+].

후처리

  1. temperatureat reflux for 16 hours
  2. customThe solvent was removed
  3. additionhydrochloric acid (5M) was added
  4. washthe resulting mixture was washed with dichloromethane
  5. additionThe aqueous layer was poured onto ice and ammonium hydroxide
  6. additionwas added until the mixture
  7. extractionThe mixture was extracted with dichoromethane
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customevaporated

출처 및 근거

ORD 기록
ord-66c584cfab254be3bca3e97024ab1cf7
출처 데이터셋
uspto-grants-2001_10
특허 번호
US06297235B1

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