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

HRID 2401442

反応式

HRID 2401442 の反応式
[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]

参加物

6

反応物 4

HCID 10340Sodium Carbonate2 回HCID 24408BromineHCID 655222-Amino-4,6-dichloropyrimidineHCID 22242641Methanol--water (1/1)

生成物 1

HCID 6182885-Bromo-4,6-dichloropyrimidin-2-amine収率 83.7%

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

実験手順

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)+.

後処理

  1. additionTen minutes after the addition

出典と根拠

ORDレコード
ord-72ea0f280f184613afd083d3cafec1dc
出典データセット
uspto-grants-2014_08
特許番号
US08796297B2

関連ノート

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