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Hydrochloric Acid → 5-Azido-4-cyano-1-(2,4-dichlorophenyl)-pyrazole

HRID 622286
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HRID 622286 반응식
CCOCC.[N:6]([O-])=O.[Na+].[NH:10]([C:12]1[N:16]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])[N:15]=[CH:14][C:13]=1[C:25]#[N:26])[NH2:11].Cl>O>[N:10]([C:12]1[N:16]([C:17]2[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=2[Cl:24])[N:15]=[CH:14][C:13]=1[C:25]#[N:26])=[N+:11]=[N-:6]
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참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2회HCID 137557984-Cyano-5-hydrazino-1-(2,4-dichlorophenyl)-pyrazoleHCID 23668193Sodium Nitrite

생성물 1

HCID 139141555-Azido-4-cyano-1-(2,4-dichlorophenyl)-pyrazole수율 43%

시약·촉매·용매 1

HCID 962
Water
용매
3회

실험 절차

10 ml of ether and then 0.85 g (0.012 mol) of sodium nitrite in 10 ml of water are added to 2.7 g (0.01 mol) of 5-hydrazino-4-cyano-1-(2,4-dichlorophenyl)-pyrazole in a solution of 1.9 ml of concentrated hydrochloric acid in 10 ml of water at 0° C. When the addition has ended, a further 20 ml of water and 30 ml of ether are added, the mixture is filtered, the ether phase is separated off, dried over calcium chloride and concentrated in vacuo and the oil thus obtainable is purified by chromatography (silica gel; mobile phase: methylene chloride/acetone 9:1). 1.2 g (43% of theory) of 5-azido-4-cyano-1-(2,4-dichlorophenyl)-pyrazole are obtained as an oil.

후처리

  1. additionWhen the addition
  2. filtrationthe mixture is filtered
  3. customthe ether phase is separated off
  4. dry with materialdried over calcium chloride
  5. concentrationconcentrated in vacuo
  6. customthe oil thus obtainable is purified by chromatography (silica gel; mobile phase: methylene chloride/acetone 9:1)

출처 및 근거

ORD 기록
ord-6ce9b6be877742b2827af283c5886e65
출처 데이터셋
uspto-grants-1988_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04770688

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