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Potassium Carbonate → 3-amino-6-[(4-propyl-1H-1,2,4-triazol-3-yl)methylthio]pyridazine

HRID 856627
ノート
印刷プレビュー

反応式

HRID 856627 の反応式
[NH2:1][C:2]1[N:3]=[N:4][C:5]([SH:8])=[CH:6][CH:7]=1.Cl.Cl[CH2:11][C:12]1[N:16]([CH2:17][CH2:18][CH3:19])[CH:15]=[N:14][N:13]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[NH2:1][C:2]1[N:3]=[N:4][C:5]([S:8][CH2:11][C:12]2[N:16]([CH2:17][CH2:18][CH3:19])[CH2:15][NH:14][N:13]=2)=[CH:6][CH:7]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 11430Potassium CarbonateHCID 229387553-chloromethyl-4-propyl-4H-1,2,4-triazole hydrochlorideHCID 178507803CID 79851

生成物 1

HCID 695219413-amino-6-[(4-propyl-1H-1,2,4-triazol-3-yl)methylthio]pyridazine収率 84.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

3-amino-6-mercaptopyridazine (0.5 g), 3-chloromethyl-4-propyl-4H-1,2,4-triazole hydrochloride (0.57 g) and potassium carbonate (0.8 g) were added to N,N-dimethylformamide (5 ml), and the mixture was stirred for 4.5 hours at room temperature. The solvent was distilled off, and to the residue was added water, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and then, the solvent was distilled off. The residue was purified by basic silica gel column chromatography (elution solvent: methanol/ethyl acetate), to give 3-amino-6-[(4-propyl-1H-1,2,4-triazol-3-yl)methylthio]pyridazine (0.62 g) as colorless crystals.

後処理

  1. distillationThe solvent was distilled off
  2. additionto the residue was added water
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe organic layer was washed with water and saturated brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationthe solvent was distilled off
  7. customThe residue was purified by basic silica gel column chromatography (elution solvent: methanol/ethyl acetate)

出典と根拠

ORDレコード
ord-da6c4ee999f64a41aa348d492f6e08fb
出典データセット
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07262185B2

反応ノート

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