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

HRID 1278568ノート

反応式

HRID 1278568 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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]+.

後処理

  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

出典と根拠

ORDレコード
ord-a7c2fa6e4d1040c5bb163b6f15454fba
出典データセット
uspto-grants-2002_09
特許番号
US06444666B1

反応ノート

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