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5-[[3-[3-[(Dimethylamino)methyl]phenoxy]propyl]amino]-1-methyl-1H-1,2,4-triazole-3-carbamic acid, ethyl ester → HCID 54282945、化合物

HRID 325708
ノート
印刷プレビュー

反応式

HRID 325708 の反応式
[CH3:1][N:2]([CH2:4][C:5]1[CH:6]=[C:7]([CH:25]=[CH:26][CH:27]=1)[O:8][CH2:9][CH2:10][CH2:11][NH:12][C:13]1[N:17]([CH3:18])[N:16]=[C:15]([NH:19][C:20](OCC)=O)[N:14]=1)[CH3:3]>O1CCCC1>[CH3:18][N:17]1[C:13]([NH:12][CH2:11][CH2:10][CH2:9][O:8][C:7]2[CH:25]=[CH:26][CH:27]=[C:5]([CH2:4][N:2]([CH3:3])[CH3:1])[CH:6]=2)=[N:14][C:15]([NH:19][CH3:20])=[N:16]1
参加物実験手順後処理出典と根拠反応ノート

参加物

3

反応物 1

HCID 540960345-[[3-[3-[(Dimethylamino)methyl]phenoxy]propyl]amino]-1-methyl-1H-1,2,4-triazole-3-carbamic acid, ethyl ester

生成物 1

HCID 54282945HCID 54282945、化合物収率 33.8%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 5-[[3-[3-[(dimethylamino)methyl]phenoxy]propyl]amino]-1-methyl-1H-1,2,4-triazole-3-carbamic acid, ethyl ester (0.35 g) lithium aluminium hydride (0.13 g) and tetrahydrofuran (10 ml) was heated under reflux for 48 h. The mixture was quenched with water (0.5 ml), filtered and the filtrate was evaporated. The residue was purified by column chromatography on silica with methanol as the eluant to give the title compound as a pale yellow oil (0.1 g). TLC silica; methanol/0.88 ammonia 80:1, Rf 0.43. NMR (CDCl3) 2.78 t (1H); 3.0-3.3 m (3H); 5.47 t (1H); 5.95 t+brs (3H); 6.50 q (2H); 6.6 s (5H); 7.17 t (3H); 7.78 s (6H); 7.93 m (2H).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 48 h
  3. customThe mixture was quenched with water (0.5 ml)
  4. filtrationfiltered
  5. customthe filtrate was evaporated
  6. customThe residue was purified by column chromatography on silica with methanol as the eluant

出典と根拠

ORDレコード
ord-c7bfe69f0c49401fba1e93ca22967bec
出典データセット
uspto-grants-1984_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04442110

反応ノート

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