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

HRID 572677

반응식

HRID 572677 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

HCID 1364132336-Bromo-2-methylpyrimidine-4-carbaldehyde oxime수율 33.8%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

반응 조건

온도
90 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-9eb1ee3269684dae9f81e4efe5659cd3
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029409B2

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