Tert-Butyl nitrite → 3-Methyl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide

HRID 513597노트

반응식

HRID 513597 반응식
N[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH:11][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:21]=1[N:20]=[C:19]([CH3:22])[CH:18]=[CH:17]2)(=[O:10])=[O:9].C(ON=O)(C)(C)C>C(O)(=O)C>[CH3:22][C:19]1[CH:18]=[CH:17][C:16]2[C:21]([N:20]=1)=[C:12]1[C:13]([C:4]3[C:3]([S:8](=[O:10])(=[O:9])[NH:11]1)=[CH:2][CH:7]=[CH:6][CH:5]=3)=[CH:14][CH:15]=2

참가 물질

4

반응물 2

HCID 10906Tert-Butyl nitriteHCID 167595192-Amino-N-(2-methyl-quinolin-8-yl)-benzenesulfonamide2회

생성물 1

HCID 167595203-Methyl-5H-6-thia-4,5-diaza-chrysene 6,6-dioxide수율 5%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
10 °C

실험 절차

2-Amino-N-(2-methyl-quinolin-8-yl)-benzenesulfonamide (Example Compound 15) (164 mg, 0.52 mmol) was suspended in acetic acid (3 ml) and cooled to 10° C. Tert-butylnitrite (93 μl, 0.79 mmol) was added and the reaction was slowly warmed to room temperature over 1 h. The reaction was then quenched with water (4 ml) and the resulting solution was concentrated in vacuo. The crude residue was purified by column chromatography with DCM as the eluent to give the title compound (7 mg, 5%).

후처리

  1. temperaturethe reaction was slowly warmed to room temperature over 1 h
  2. customThe reaction was then quenched with water (4 ml)
  3. concentrationthe resulting solution was concentrated in vacuo
  4. customThe crude residue was purified by column chromatography with DCM as the eluent

출처 및 근거

ORD 기록
ord-b30dafd11cc6483bb1736c3326b9b700
출처 데이터셋
uspto-grants-2015_08
특허 번호
US09102688B2

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