Water → 4-Bromo-2,6-dinitroaniline

HRID 44462

반응식

HRID 44462 반응식
[N+:1]([C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([N+:11]([O-:13])=[O:12])[C:5]=1[NH2:6])([O-:3])=[O:2].[Br:14]Br.O>C(O)(=O)C>[Br:14][C:9]1[CH:10]=[C:4]([N+:1]([O-:3])=[O:2])[C:5]([NH2:6])=[C:7]([N+:11]([O-:13])=[O:12])[CH:8]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 24408BromineHCID 690702,6-Dinitroaniline

생성물 1

HCID 37466084-Bromo-2,6-dinitroaniline수율 96.2%

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
120 °C

실험 절차

A stirred suspension of 2,6-dinitroaniline (5 g, 27.3 mmol) in glacial acetic acid (50 mL) was added bromine (1.5 mL, 30 mmol) dropwise and heated at 120° C. for 2 h. After cooling to ambient temperature, the resultant mixture was poured into water (50 mL). The precipitate solid was collected by filtration and washed with water then dried in-vacuo. The solid was re-dissolved in EtOAC, washed with water and saturated brine. The organic layer was collected and concentrated in-vacuo to give the desired product (6.88 g, 95%). 1H NMR (300 MHz, DMSO-d6) δ ppm 8.37 (br s, 2H), 8.58 (s, 2H).

후처리

  1. temperatureAfter cooling to ambient temperature
  2. filtrationThe precipitate solid was collected by filtration
  3. washwashed with water
  4. customthen dried in-vacuo
  5. dissolutionThe solid was re-dissolved in EtOAC
  6. washwashed with water and saturated brine
  7. customThe organic layer was collected
  8. concentrationconcentrated in-vacuo

출처 및 근거

ORD 기록
ord-5dd376713d8e49fe9c13b12141dbd963
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541411B2

연결된 노트

불러오는 중…