4-Nitrobenzyl bromide → 4-Benzyl-1-(4-nitrobenzyl)-1,2,4-triazolidin-3,5-dione

HRID 483381

反応式

HRID 483381 の反応式
[CH2:1]([N:8]1[C:12](=[O:13])[NH:11][NH:10][C:9]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1)([O-:17])=[O:16].N12CCCNC1=NCCC2>C(Cl)Cl>[CH2:1]([N:8]1[C:9](=[O:14])[N:10]([CH2:22][C:21]2[CH:24]=[CH:25][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[NH:11][C:12]1=[O:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 660114-Nitrobenzyl bromideHCID 79873TriazabicyclodeceneHCID 3923314-Benzyl-1,2,4-triazolidine-3,5-dione

生成物 1

HCID 197526224-Benzyl-1-(4-nitrobenzyl)-1,2,4-triazolidin-3,5-dione収率 58.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-benzylurazole (3.8 g, JCS Perkin II, 1975, 1325), p-nitrobenzyl bromide (4.3 g, Aldrich) and polymer-supported 1,5,7-triazabicyclo[4.4.0]dec-5-ene (P-TBD, 6.3 g, Fluka) in DCM (400 ml) was refluxed under N2 for 24 hours. The P-TBD was filtered off and the filtrate evaporated to leave a gum which was flash chromatographed through a silica column using chloroform/methanol (19:1 v/v) to give the desired product as a solid (3.8 g).

後処理

  1. temperaturewas refluxed under N2 for 24 hours
  2. filtrationThe P-TBD was filtered off
  3. customthe filtrate evaporated
  4. customto leave a gum which
  5. customchromatographed through a silica column

出典と根拠

ORDレコード
ord-bfc975c33ffb45d99981d0d141bb3d70
出典データセット
uspto-grants-1993_07
特許番号
US05225431

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