Ethyl isothiocyanatoformate → Ethyl aminon-(3-bromopyridin-2-YL)methanethiocarbamate

HRID 570556

반응식

HRID 570556 반응식
[Br:1][C:2]1[C:3]([NH2:8])=[N:4][CH:5]=[CH:6][CH:7]=1.[CH2:9]([O:11][C:12]([N:14]=[C:15]=[S:16])=[O:13])[CH3:10]>O1CCOCC1>[Br:1][C:2]1[C:3]([NH:8][C:15]([NH:14][C:12]([O:11][CH2:9][CH3:10])=[O:13])=[S:16])=[N:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 2

HCID 85320Ethyl isothiocyanatoformateHCID 8177002-Amino-3-bromopyridine

생성물 1

HCID 59199107Ethyl aminon-(3-bromopyridin-2-YL)methanethiocarbamate

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

To a solution of 3-bromo-pyridin-2-ylamine (about 10 g) in 1,4-dioxane (about 100 mL) is added dropwise ethoxycarbonyl isothiocyanate (about 7 mL). The mixture is stirred under an atmosphere of nitrogen for about 18 hours. The volatiles are evaporated to yield a waxy solid. The recovered material is triturated with hexane (about 250 mL). N-(3-bromo-2-pyridinyl)-N′-carboethoxy-thiourea is isolated and used without further purification. 1H NMR (400 MHz, (D3C)2SO, δ, ppm): 11.46 (s, 1H), 11.43 (s, 1H), 8.49 (dd, J=4.6, 1.5 Hz, 1H), 8.18 (dd, J=8.0, 1.5 Hz, 1H), 7.33 (dd, J=8.0, 4.7 Hz, 1H), 4.23 (q, J=7.1 Hz, 2H), 1.27 (t, J=7.2 Hz, 3H). MS=215 (MH)+.

후처리

  1. customThe volatiles are evaporated
  2. customto yield a waxy solid
  3. customThe recovered material is triturated with hexane (about 250 mL)

출처 및 근거

ORD 기록
ord-8dc1bfa470af46e6b097713effc26522
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09023853B2

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