Piperazine → HCID 23194053、化合物

HRID 129459ノート

反応式

HRID 129459 の反応式
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Cl[CH:8]1[C:20]2[NH:19][C:18](=[O:21])[C:17](=[O:22])[NH:16][C:15]=2[C:14]2[CH:13]=[CH:12][CH:11]=[CH:10][C:9]1=2>O1CCCC1>[N:1]1([CH:8]2[C:20]3[NH:19][C:18](=[O:21])[C:17](=[O:22])[NH:16][C:15]=3[C:14]3[CH:13]=[CH:12][CH:11]=[CH:10][C:9]2=3)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

参加物

4

反応物 2

HCID 4837Piperazine2 回HCID 19035982HCID 19035982、化合物

生成物 1

HCID 23194053HCID 23194053、化合物収率 35.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

Piperazine (1.1 g, 12.8 mmol) was suspended in 15 ml of dry tetrahydrofuran at -20° C. 9-Chloro-9H-indeno[1,2-b]pyrazine-2,3(1H, 4H)-dione (1.5 g, 6.4 mmol) was added over 25 min. and the temperature was slowly rised to room temperature while stirring. After 20 hours another portion of piperazine (0.55 g, 6.4 mmol) was added and stirring was continued for 72 hours. The reaction mixture was evaporated in vacuo to dryness and the remanence was suspended in 10 ml 6M HCl. The product was filtered off and washed with 1M HCl and dried to give 1.7 g of the crude product, which was purified by dissolving in aqueous sodium hydroxide and precipitated by adding to hydrochloric acid. The procedure was repeated and the product was finally washed with ethanol and dried to give 0.64 g (27%) of the title compound as a hydrochloride. M.p. 259°-263° C. 1H-NMR (DMSO-d6, δ): 2.65-3.15 (m, 8H), 4.7 (s, 1H), 7.17 (t, 1H), 7.34 (t, 1H), 7.45 (d, 1H), 7.57 (d, 1H), 8.93 (s, 2H), 11.8 (s, 1H), 12.3 (s, 1H).

後処理

  1. customwas slowly rised to room temperature
  2. stirringstirring
  3. customThe reaction mixture was evaporated in vacuo to dryness
  4. filtrationThe product was filtered off
  5. washwashed with 1M HCl
  6. customdried
  7. customto give 1.7 g of the crude product, which
  8. customwas purified
  9. dissolutionby dissolving in aqueous sodium hydroxide
  10. customprecipitated
  11. additionby adding to hydrochloric acid
  12. washthe product was finally washed with ethanol
  13. customdried

出典と根拠

ORDレコード
ord-7ed3405fa1d74c43b10138dbc8b3b17d
出典データセット
uspto-grants-1995_11
特許番号
US05468748

反応ノート

読み込み中…