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

HRID 856627
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HRID 856627 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-da6c4ee999f64a41aa348d492f6e08fb
출처 데이터셋
uspto-grants-2007_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07262185B2

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