2-Aminobenzenesulfonamide → 2-Amino-5-iodobenzenesulfonamide

HRID 424171노트

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HRID 424171 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:10])=[O:9].[I:12]N1C(=O)CCC1=O>>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([I:12])=[CH:4][C:3]=1[S:8]([NH2:11])(=[O:9])=[O:10]

참가 물질

3

반응물 2

HCID 728942-AminobenzenesulfonamideHCID 120273N-Iodosuccinimide

생성물 1

HCID 223240882-Amino-5-iodobenzenesulfonamide

실험 절차

Commercially available 2-aminobenzenesulfonamide can be treated with N-iodosuccinimide (NIS) to afford 2-amino-5-iodo-benzenesulfonamide. Acylation with a malonyl halide monoester, such as ethyl 3-chloro-3-oxo-propionate, or with a dialkyl malonate, such as diethyl malonate, affords the corresponding amide, which can simultaneously be cyclized to the thiadiazine-dioxide and hydrolyzed to the desired acid intermediate (or a salt thereof, e.g., sodium salt).

출처 및 근거

ORD 기록
ord-86b2e921f6e241f6a6f66b9fead7e8ba
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08101800B2

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