Chloroacetic Acid → 2-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acid

반응식

Cl.[OH:2][C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]=1.Cl[CH2:10][C:11]([OH:13])=[O:12].[OH-].[Na+].Cl>>[O:2]=[C:3]1[N:8]=[CH:7][CH:6]=[CH:5][N:4]1[CH2:10][C:11]([OH:13])=[O:12]

참가 물질

반응물 4

HCID 300Chloroacetic Acid

HCID 313Hydrochloric Acid

HCID 14798Sodium Hydroxide

HCID 178479648HCID 178479648, 화합물

생성물 1

HCID 10964092-(2-Oxo-1,2-dihydropyrimidin-1-yl)acetic acid

반응 조건

온도: 105 °C

실험 절차

To 2-hydroxypyrimidine hydrochloride (1.00 g, 7.54 mmol) and chloroacetic acid (0.713 g, 7.54 mmol) was added 5 N sodium hydroxide solution (4.5 mL). The reaction mixture was heated at 105° C. for 2 h. After cooled down to ambient temperature and neutralized with 2 M hydrochloric acid (3.8 mL), the title compound was collected by crystallization and filtration as a pale yellow solid. 1H NMR (DMSO-d6): δ 13.2 (s, 1H), 8.59 (dd, J=3.9, 3.0 Hz, 1H), 8.16 (dd, J=6.4, 2.8 Hz, 1H), 6.46 (dd, J=6.4, 4.1 Hz, 1H), 4.58 (s, 2H). LC/MS 155.2 (M+1).