ホームMCPワークベンチSkills
ホームワークベンチ通知マイページ
llms.txt · MCPガイドプライバシーポリシー · 利用規約 · サポートv1.8.0
  1. ホーム
  2. /反応

1,2-Diaminocyclohexane → 7-chloro-2-(3a, 4, 5, 6, 7, 7a-hexahydro-1H-benzimidazol-2-yl)-10-[(2RS)-1-(1-pyrrolidinyl)-2-propyl]phenothiazine

HRID 704222
ノート
印刷プレビュー

反応式

HRID 704222 の反応式
[NH2:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[NH2:8].[Cl:9][C:10]1[CH:11]=[C:12]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH:24]([CH3:31])[CH2:25][N:26]1[CH2:30][CH2:29][CH2:28][CH2:27]1)[C:19]1[CH:18]=[C:17]([C:32](=S)N)[CH:16]=[CH:15][C:14]=1[S:13]2>C(OCC)(=O)C>[Cl:9][C:10]1[CH:11]=[C:12]2[C:21](=[CH:22][CH:23]=1)[N:20]([CH:24]([CH3:31])[CH2:25][N:26]1[CH2:27][CH2:28][CH2:29][CH2:30]1)[C:19]1[CH:18]=[C:17]([C:32]3[NH:8][CH:3]4[CH2:4][CH2:5][CH2:6][CH2:7][CH:2]4[N:1]=3)[CH:16]=[CH:15][C:14]=1[S:13]2
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 46101,2-DiaminocyclohexaneHCID 159253647-chloro-10-[(2RS)-1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarbothioamide

生成物 1

HCID 159253657-chloro-2-(3a, 4, 5, 6, 7, 7a-hexahydro-1H-benzimidazol-2-yl)-10-[(2RS)-1-(1-pyrrolidinyl)-2-propyl]phenothiazine

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
150 °C

実験手順

1,2-Diaminocyclohexane (15.78 cc) is added to an ethanolic solution (70 cc) of 7-chloro-10-[(2RS)-1-(1-pyrrolidinyl)-2-propyl]-2-phenothiazinecarbothioamide (5.20 g). The mixture is heated in an autoclave to 150° C. for 17 hours. After cooling, the reaction mixture is diluted with ethyl acetate (250 cc) and washed with j distilled water (5×250 cc). The organic phase is extracted with normal hydrochloric acid solution (300 cc). After separation of the organic phase when settling has taken place, the acidic aqueous phase is alkalinized with concentrated caustic soda and extracted with ethyl acetate (200 cc). The organic phase is separated after settling has taken place, dried over magnesium sulpate, filtered and evaporated under reduced pressure (30 mm Hg; 4 kPa) at 40° C. The residue is chromatographed on a column (height: 52 cm; diameter: 2.5 cm) of silica gel (0.2-0.06 mm), eluting with pure ethyl acetate (2 liters) and collecting 120-cc fractions. The first liter is discarded, and fractions 4 to 7 containing the pure product are combined and concentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C. to give 7-chloro-2-(3a, 4, 5, 6, 7, 7a-hexahydro-1H-benzimidazol-2 -yl)-10-[(2RS)-1-(1-pyrrolidinyl)-2-propyl]phenothiazine (0.72 g) in the form of a yellow solid, m.p. 120° C.

後処理

  1. temperatureAfter cooling
  2. washwashed
  3. distillationwith j distilled water (5×250 cc)
  4. extractionThe organic phase is extracted with normal hydrochloric acid solution (300 cc)
  5. customAfter separation of the organic phase when
  6. extractionextracted with ethyl acetate (200 cc)
  7. customThe organic phase is separated after settling
  8. dry with materialdried over magnesium sulpate
  9. filtrationfiltered
  10. customevaporated under reduced pressure (30 mm Hg; 4 kPa) at 40° C
  11. customThe residue is chromatographed on a column (height: 52 cm; diameter: 2.5 cm) of silica gel (0.2-0.06 mm)
  12. washeluting with pure ethyl acetate (2 liters)
  13. customcollecting 120-cc fractions
  14. concentrationconcentrated to dryness under reduced pressure (30 mm Hg; 4 kPa) at 40° C.

出典と根拠

ORDレコード
ord-fa4c30458cc24129b7ddd4f8f351589c
出典データセット
uspto-grants-1991_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04985419

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート