2-Amino-4-methylthiazole → 3-(2-methoxyethyl)-4-methyl-1,3-thiazol-2(3H)-imine hydrobromide

반응식

[CH3:1][C:2]1[N:3]=[C:4]([NH2:7])[S:5][CH:6]=1.[CH3:8][O:9][CH2:10][CH2:11][Br:12]>>[BrH:12].[CH3:8][O:9][CH2:10][CH2:11][N:3]1[C:2]([CH3:1])=[CH:6][S:5][C:4]1=[NH:7]

참가 물질

반응물 2

HCID 741432-Amino-4-methylthiazole

HCID 809722-Bromoethyl methyl ether

생성물 1

HCID 668596873-(2-methoxyethyl)-4-methyl-1,3-thiazol-2(3H)-imine hydrobromide수율 34%

반응 조건

온도: 85 °C

실험 절차

A mixture of 4-methylthiazol-2-ylamine (0.75 g, 6.5 mmol) and 2-bromoethyl methyl ether (730 μL, 7.8 mmol) was heated at 85° C. for 15 hours. The mixture was cooled to ambient temperature and the resulting solid was triturated with isopropanol. Recrystallization from hot ethanol afforded 0.56 g (34%) of the title compound. 1H NMR (DMSO-d6, 300 MHz) δ ppm 2.25 (d, J=1.4 Hz, 3H) 3.25 (s, 3H) 3.57 (t, J=5.1 Hz, 2H) 4.15 (t, J=5.1 Hz, 2H) 6.68 (d, J=1.4 Hz, 1H) 9.40 (s, 1H); MS (DCI/NH3) m/z 173 (M+H)+.

후처리

temperatureThe mixture was cooled to ambient temperature
customthe resulting solid was triturated with isopropanol
customRecrystallization from hot ethanol

출처 및 근거

ORD 기록: ord-16fa0f228d654dfbbf3ae26fb3ac0464
출처 데이터셋: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US08841334B2

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