Sodium Carbonate → 5-Bromo-4,6-dichloropyrimidin-2-amine

HRID 2401442

반응식

HRID 2401442 반응식
[Br:1]Br.[NH2:3][C:4]1[N:9]=[C:8]([Cl:10])[CH:7]=[C:6]([Cl:11])[N:5]=1.C(=O)([O-])[O-].[Na+].[Na+].CO.O>C(=O)(O)[O-].[Na+]>[Br:1][C:7]1[C:6]([Cl:11])=[N:5][C:4]([NH2:3])=[N:9][C:8]=1[Cl:10]

참가 물질

6

반응물 4

HCID 10340Sodium Carbonate2회HCID 24408BromineHCID 655222-Amino-4,6-dichloropyrimidineHCID 22242641Methanol--water (1/1)

생성물 1

HCID 6182885-Bromo-4,6-dichloropyrimidin-2-amine수율 83.7%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

실험 절차

Bromine (0.85 mL, 0.0166 mole) was added dropwise over 20 minutes to a stirred suspension of 2-amino-4,6-dichloropyrimidine (CAS#56-05-3, 1.70 g, 0.01037 mole) and sodium carbonate (1.00 g, 0.01244 mole) in 1:1 methanol/water (30 mL) at ambient temperature. Ten minutes after the addition was complete, more sodium carbonate (0.78 g, 0.0093 mole) was added to the reaction mixture. The reaction mixture was stirred at ambient temperature for 42 hours, then it was diluted with aqueous sodium bicarbonate to provide 5-bromo-4,6-dichloropyrimidin-2-amine as a precipitate that was collected by filtration and rinsed with water. The vacuum-dried solid weighed 2.11 g (83.7% yield). 1H NMR (300 MHz, d6-DMSO) δ ppm 7.67 (s, 1H), 7.70 (s, 1H). MS (DCl—NH3) m/z=241 (M+H)+, m/z=258 (M+NH4)+.

후처리

  1. additionTen minutes after the addition

출처 및 근거

ORD 기록
ord-72ea0f280f184613afd083d3cafec1dc
출처 데이터셋
uspto-grants-2014_08
특허 번호
US08796297B2

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