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

HRID 415110ノート

反応式

HRID 415110 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
110 °C

実験手順

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+).

後処理

  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

出典と根拠

ORDレコード
ord-5acbcab4f92d4bfab01f4b14c7d008d8
出典データセット
uspto-grants-2012_01
特許番号
US08088767B2

反応ノート

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