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Ammonium Hydroxide → 3,6-Dichloropyridazine-4-carboxamide

HRID 869163
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HRID 869163 반응식
[NH4+].[OH-].C([N:6](C(C)C)CC)(C)C.[Cl:12][C:13]1[N:14]=[N:15][C:16]([Cl:22])=[CH:17][C:18]=1[C:19](Cl)=[O:20]>C1COCC1.CN(C1C=CN=CC=1)C>[Cl:12][C:13]1[N:14]=[N:15][C:16]([Cl:22])=[CH:17][C:18]=1[C:19]([NH2:6])=[O:20]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 14923Ammonium HydroxideHCID 810183,6-Dichloropyridazine-4-carbonyl chlorideHCID 81531Diisopropylethylamine

생성물 1

HCID 2620493,6-Dichloropyridazine-4-carboxamide수율 96.7%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 8028Tetrahydrofuran
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용매

실험 절차

A solution of NH4OH (1.1 mL, 17 mmol, 1.2 equiv) and diisopropylethylamine (6.2 mL, 36 mmol, 2.1 equiv) in THF (57 mL) was sonicated until homogeneous after which was added DMAP (1.0 g, 14 mmol, 1.0 equiv). 3,6-dichloropyridazine-4-carbonyl chloride (3.0 g, 14 mmol, 1.0 equiv) was then added and the solution was stirred at room temperature for 20 minutes. The solution was filtered and partitioned between EtOAc and 1M KHSO4 solution. The organic layer was washed once more with 1M KHSO4 and saturated NaCl, dried over Na2SO4, and evaporated to dryness to give the desired product (2.6 g, 96%).

후처리

  1. filtrationThe solution was filtered
  2. custompartitioned between EtOAc and 1M KHSO4 solution
  3. washThe organic layer was washed once more with 1M KHSO4 and saturated NaCl
  4. dry with materialdried over Na2SO4
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-d019315dba9342ab9d51e5345a0fc0a8
출처 데이터셋
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08969346B2

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