Dichloroacetic Acid → 7-t-Butyl-6-chloro-3-dichloromethyl-1,2,4-triazolo[4,3-b]pyridazine

HRID 1278568노트

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HRID 1278568 반응식
[C:1]([C:5]1[CH:10]=[C:9]([NH:11][NH2:12])[N:8]=[N:7][C:6]=1[Cl:13])([CH3:4])([CH3:3])[CH3:2].[Cl:14][CH:15]([Cl:19])[C:16](O)=O>C1(C)C=CC=CC=1>[C:1]([C:5]1[C:6]([Cl:13])=[N:7][N:8]2[C:16]([CH:15]([Cl:19])[Cl:14])=[N:12][N:11]=[C:9]2[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

참가 물질

4

반응물 2

HCID 6597Dichloroacetic AcidHCID 229878864-(tert-Butyl)-3-chloro-6-hydrazinylpyridazine

생성물 1

HCID 184306857-t-Butyl-6-chloro-3-dichloromethyl-1,2,4-triazolo[4,3-b]pyridazine수율 74%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

4-t-Butyl-3-chloro-6-hydrazinopyridazine (9.5 g, 48 mmol) and dichloroacetic acid (20 ml) were heated in toluene (130 ml) under Dean Stark conditions for 2.5 hours. The toluene was removed and the residue was poured into water to precipitate the product as a brown solid. The product was purified by chromotography on silica gel using 10% ethyl acetate/dichloromethane as eluant to yield a yellow solid (10.4 g, 74%), 1H NMR (250 MHz, CDCl3) δ 1.59 (9H, s, t-Bu), 6.01 (1H, s, CH), 8.37 (1H, s, ArH); MS (ES+) m/e 293 [MH]+.

후처리

  1. customThe toluene was removed
  2. additionthe residue was poured into water
  3. customto precipitate the product as a brown solid
  4. customThe product was purified by chromotography on silica gel using 10% ethyl acetate/dichloromethane as eluant

출처 및 근거

ORD 기록
ord-a7c2fa6e4d1040c5bb163b6f15454fba
출처 데이터셋
uspto-grants-2002_09
특허 번호
US06444666B1

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