Hydroxyamine hydrochloride → 6-Bromo-2-methylpyrimidine-4-carbaldehyde oxime

HRID 572677

反応式

HRID 572677 の反応式
[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH:9]=O)[CH:3]=1.[NH2:11][OH:12].Cl.C([O-])(=O)C.C(O)(=O)C.[Na+]>C(O)C.O>[Br:1][C:2]1[N:7]=[C:6]([CH3:8])[N:5]=[C:4]([CH:9]=[N:11][OH:12])[CH:3]=1

参加物

6

反応物 3

HCID 443297Hydroxyamine hydrochlorideHCID 23662384Sodium DiacetateHCID 866759296-Bromo-2-methylpyrimidine-4-carbaldehyde

生成物 1

HCID 1364132336-Bromo-2-methylpyrimidine-4-carbaldehyde oxime収率 33.8%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

反応条件

温度
90 °C

実験手順

To a stirred solution of 6-bromo-2-methylpyrimidine-4-carbaldehyde (11 g, 54.7 mmol, Preparation #17 step 1) and NH2OH.HCl (7.61 g, 109 mmol, Sisco Research Labs) in ethanol (75 mL) and water (25 mL) was added sodium acetate acetate (13.47 g, 164 mmol). The reaction mixture was heated to reflux at about 90° C. for about 1 h. The mixture was cooled to RT and diluted with water (200 mL). The separated product (solid) was collected by filtration, washed with water and dried under vacuum to afford 6-bromo-2-methylpyrimidine-4-carbaldehyde oxime 4.0 g (33.8%), 1H NMR (400 MHz, DMSO) δ: 12.43 (s, 1H), 8.01 (s, 1H), 7.78 (s, 1H), 2.61 (s, 3H), MS m/z: 216 (negative mode).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureThe mixture was cooled to RT
  3. filtrationThe separated product (solid) was collected by filtration
  4. washwashed with water
  5. customdried under vacuum

出典と根拠

ORDレコード
ord-9eb1ee3269684dae9f81e4efe5659cd3
出典データセット
uspto-grants-2015_05
特許番号
US09029409B2

関連ノート

読み込み中…