Sodium borohydride → 2-{4-[4-(1-hydroxyethyl)benzyl]-3,5-dichlorophenyl}-4,5-dihydro-1,2,4-triazin-3(2H)-one

HRID 1604321노트

반응식

HRID 1604321 반응식
[C:1]([C:4]1[CH:25]=[CH:24][C:7]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][CH2:19][CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+]>C(O)C>[OH:3][CH:1]([C:4]1[CH:25]=[CH:24][C:7]([CH2:8][C:9]2[C:14]([Cl:15])=[CH:13][C:12]([N:16]3[C:21](=[O:22])[NH:20][CH2:19][CH:18]=[N:17]3)=[CH:11][C:10]=2[Cl:23])=[CH:6][CH:5]=1)[CH3:2]

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 220085612-[4-(4-acetylbenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazin-3(2H)-one

생성물 1

HCID 220085602-{4-[4-(1-hydroxyethyl)benzyl]-3,5-dichlorophenyl}-4,5-dihydro-1,2,4-triazin-3(2H)-one수율 86.2%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

In 1.5 ml of ethanol was suspended 0.15 g of 2-[4-(4-acetylbenzyl)-3,5-dichlorophenyl]-4,5-dihydro-1,2,4-triazin-3(2H)-one. To the suspension was added 0.1 g of sodium borohydride. The mixture was stirred for one hour at room temperature. The reaction mixture was poured into 10 ml ice-water, followed by extraction with 10 ml of ethylacetate. The extract was dried over anhydrous magnesium sulfate, and concentrated. This residue was purified by column chromatography (Merck Silica Gel 60; hexane-acetone=1:1) to provide 0.13 g of the title compound as colorless crystals, m.p. 119-120° C.

후처리

  1. extractionfollowed by extraction with 10 ml of ethylacetate
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. concentrationconcentrated
  4. customThis residue was purified by column chromatography (Merck Silica Gel 60; hexane-acetone=1:1)

출처 및 근거

ORD 기록
ord-faa2660d8c0d4accad558238a41f9cfa
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05994355

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