Tert-Butyl nitrite → 7-Bromo-5-iodo-1,2,3-benzothiadiazole

HRID 389482노트

반응식

HRID 389482 반응식
[Br:1][C:2]1[CH:3]=[C:4]([I:12])[C:5](N)=[C:6]2[C:10]=1[S:9][N:8]=[N:7]2.N(OC(C)(C)C)=O>C1COCC1>[Br:1][C:2]1[C:10]2[S:9][N:8]=[N:7][C:6]=2[CH:5]=[C:4]([I:12])[CH:3]=1

참가 물질

4

반응물 2

HCID 10906Tert-Butyl nitriteHCID 667596527-Bromo-5-iodo-1,2,3-benzothiadiazol-4-amine

생성물 1

HCID 667608087-Bromo-5-iodo-1,2,3-benzothiadiazole수율 60.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 7-bromo-5-iodo-1,2,3-benzothiadiazol-4-amine (95 mg, 0.267 mmol) in THF (6 mL) was added tert-butyl nitrite (0.127 mL, 1.067 mmol) at RT, and the reaction was stirred for 30 min. The solution was adsorbed onto silica gel and purified by ISCO chromatography (1% EtOAc:heptane) to afford 55 mg (60%) of the title compound as a brown solid. 1H NMR (400 MHz, CDCl3): δ 8.09 (d, J=1.0 Hz, 1 H), 8.94 (d, J=1.3 Hz, 1 H).

후처리

  1. custompurified by ISCO chromatography (1% EtOAc:heptane)

출처 및 근거

ORD 기록
ord-b1ad48a280c945cfa00f4667ae3abc4b
출처 데이터셋
uspto-grants-2013_02
특허 번호
US08378104B2

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