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

HRID 378839

反応式

HRID 378839 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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+].

後処理

  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

出典と根拠

ORDレコード
ord-66c584cfab254be3bca3e97024ab1cf7
出典データセット
uspto-grants-2001_10
特許番号
US06297235B1

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