Morpholine → 2-(2-Morpholinoethoxy)-6-nitroaniline

HRID 415110노트

반응식

HRID 415110 반응식
Cl[CH2:2][CH2:3][O:4][C:5]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:6]=1[NH2:7].[NH:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1>CC(N(C)C)=O>[O:18]1[CH2:19][CH2:20][N:15]([CH2:2][CH2:3][O:4][C:5]2[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-:14])=[O:13])[C:6]=2[NH2:7])[CH2:16][CH2:17]1

참가 물질

4

반응물 2

HCID 8083MorpholineHCID 111719662-(2-Chloro-ethoxy)-6-nitro-phenylamine

생성물 1

HCID 593495682-(2-Morpholinoethoxy)-6-nitroaniline

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
110 °C

실험 절차

2-(2-Chloroethoxy)-6-nitroaniline (1.9 g, 4.63 mmol), morpholine (0.5 mL) was dissolved in 5 mL of DMA. The mixture was heated at 110° C. in a pressure bottle overnight, and then cooled to room temperature. The reaction mixture was separated between ethyl acetate and water, the combined organic layers were washed with water, brine, dried, and concentrated to get 1.3 g of 2-(2-Morpholinoethoxy)-6-nitroaniline, which was used without any further purification. 1H-NMR (400 MHz, CDCl3): δ 7.78 (d, 1H), 6.95 (d, 1H), 6.72 (b, 2H), 6.61 (dd, 1H), 4.16 (t, 2H), 3.75 (t, 2H), 2.82 (m, 2H), 2.58 (m, 4H), 2.10 (m, 2H). MS (EI): 263 (MH+).

후처리

  1. temperaturecooled to room temperature
  2. customThe reaction mixture was separated between ethyl acetate and water
  3. washthe combined organic layers were washed with water, brine
  4. customdried
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-5acbcab4f92d4bfab01f4b14c7d008d8
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08088767B2

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