Diethyl Ether → 5-chloro-2-(3-glycylaminomethyl-4H-1,2,4-triazol-4-yl)-benzophenone

HRID 25943

反応式

HRID 25943 の反応式
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]2[CH:20]=[N:19][N:18]=[C:17]2[CH2:21][NH:22][C:23](=[O:36])[CH2:24][NH:25]C(OCC2C=CC=CC=2)=O)=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].CCOCC>C1(OC)C=CC=CC=1.Br.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]2[CH:20]=[N:19][N:18]=[C:17]2[CH2:21][NH:22][C:23](=[O:36])[CH2:24][NH2:25])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:8]

参加物

5

反応物 2

HCID 3283Diethyl EtherHCID 213256755-chloro-2-[3-(N-carbobenzoxyglycyl)aminomethyl-4H-1,2,4-triazol-4-yl]-benzophenone

生成物 1

HCID 155678795-chloro-2-(3-glycylaminomethyl-4H-1,2,4-triazol-4-yl)-benzophenone収率 25.3%

試薬・触媒・溶媒 2

HCID 7519Anisole溶媒HCID 21893785Acetic Acid Mixture with Hydrobromic Acid溶媒

実験手順

To a solution of 5-chloro-2-[3-(N-carbobenzoxyglycyl)aminomethyl- 4H-1,2,4-triazol-4-yl]-benzophenone (2.1 g) in anisole (4 ml), 30% hydrogen bromide-acetic acid is added. The resultant mixture is stirred for 1 hour and mixed with ether. The precipitate is filtered, washed with ether and dissolved in methylene chloride (20 ml). The methylene chloride layer is washed with saturated aqueous sodium bicarbonate, water and saturated aqueous saline solution in order, dried over sodium sulfate and evaporated under reduced pressure to remove the solvent. The residue is chromatographed on a column of silica gel, which is eluted with methanol to give 5-chloro-2-(3-glycylaminomethyl-4H-1,2,4-triazol-4-yl)-benzophenone as a colorless oil (0.39 g).

後処理

  1. filtrationThe precipitate is filtered
  2. washwashed with ether
  3. dissolutiondissolved in methylene chloride (20 ml)
  4. washThe methylene chloride layer is washed with saturated aqueous sodium bicarbonate, water and saturated aqueous saline solution in order
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure
  7. customto remove the solvent
  8. customThe residue is chromatographed on a column of silica gel, which
  9. washis eluted with methanol

出典と根拠

ORDレコード
ord-49a9e395c62149e480268ee11be954a5
出典データセット
uspto-grants-1979_04
特許番号
US04147700

関連ノート

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