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

HRID 25943

반응식

HRID 25943 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 7519Anisole용매HCID 21893785Acetic Acid Mixture with Hydrobromic Acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-49a9e395c62149e480268ee11be954a5
출처 데이터셋
uspto-grants-1979_04
특허 번호
US04147700

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