Hydrogen Sulfide → Isothiazolo(3,4-b)pyridin-3-amine

HRID 332833노트

반응식

HRID 332833 반응식
[NH2:1][C:2]1[C:7]([C:8]#[N:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[SH2:10]>N1C=CC=CC=1>[N:1]1[S:10][C:8]([NH2:9])=[C:7]2[CH:6]=[CH:5][CH:4]=[N:3][C:2]=12

참가 물질

4

반응물 2

HCID 402Hydrogen SulfideHCID 8182592-Amino-3-cyanopyridine

생성물 1

HCID 297118Isothiazolo(3,4-b)pyridin-3-amine

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

To a solution of 2-amino-3-cyanopyridine (1.00 g, 8.40 mmol) in pyridine (8 mL) and TEA (0.8 mL) in a sealed tube, H2S gas was bubbled through for 5 min. It was then stirred at room temperature for 20 h. The mixture was concentrated in vacuo to dryness. The residue was dissolved in MeOH (10 mL). To the solution, aq. H2O2 (30%, 3 mL) was added. The mixture was then stirred at room temperature for 5 h, during which time, solids precipitated out. The solids were collected by filtration, dried on vacuum to give isothiazolo[3,4-b]pyridin-3-amine (860 mg).

후처리

  1. concentrationThe mixture was concentrated in vacuo to dryness
  2. dissolutionThe residue was dissolved in MeOH (10 mL)
  3. additionTo the solution, aq. H2O2 (30%, 3 mL) was added
  4. stirringThe mixture was then stirred at room temperature for 5 h, during which time, solids
  5. customprecipitated out
  6. filtrationThe solids were collected by filtration
  7. customdried on vacuum

출처 및 근거

ORD 기록
ord-535cb5f737cc44c084f9833e17e6c408
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08877760B2

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