Chlorosuccinimide → Aminothiazole 20

HRID 1355491노트

반응식

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[NH:7][C:8]1[S:9][CH:10]=[CH:11][N:12]=1.[Cl:13]N1C(=O)CCC1=O>>[Cl:13][C:10]1[S:9][C:8]([NH:7][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][N:1]=2)=[N:12][CH:11]=1

참가 물질

반응물 2

HCID 31398Chlorosuccinimide

HCID 956683N-(pyridin-2-yl)thiazol-2-amine

생성물 1

HCID 5329401Aminothiazole 20

실험 절차

Pyridin-2-yl-thiazol-2-yl-amine (5-2) and 1.2 equivalents of N-chlorosuccinimide were combined in a flame dried flask and allowed to stir together overnight under argon in anhydrous dioxane (0.25 M). The dioxane solution was then diluted with water and the resulting product filtered off. 1H-NMR (DMSO-d6) δ 11.463 (1H, s) 8.30 (dd, 1H, J=4.9, 0.9 Hz) 7.73 (t, 1H, J=8.42 Hz) 7.38 (s, 1H) 7.03 (d, 1H, J=8.4 Hz) 6.96 (t, 1H, J=5.9 Hz). MS [M+H]+=211.9.

후처리

customdried flask
additionThe dioxane solution was then diluted with water
filtrationthe resulting product filtered off

출처 및 근거

ORD 기록: ord-8b6b552b634547dbaa2a411196a199fa
출처 데이터셋: uspto-grants-2003_07
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US06586424B2

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