3,5-Diamino-1,2,4-triazole → HCID 178509286、化合物

HRID 325715

反応式

HRID 325715 の反応式
[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:17]=[CH:18][CH:19]=2)[O:11][CH2:12][CH2:13][CH2:14][CH:15]=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH2:20][C:21]1[N:25]=[C:24]([NH2:26])[NH:23][N:22]=1.[BH4-].[Na+]>C(O)C>[N:1]1([CH2:7][C:8]2[CH:9]=[C:10]([CH:17]=[CH:18][CH:19]=2)[O:11][CH2:12][CH2:13][CH2:14][CH2:15][NH:26][C:24]2[NH:23][N:22]=[C:21]([NH2:20])[N:25]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 150783,5-Diamino-1,2,4-triazoleHCID 4311764Sodium borohydrideHCID 212975474-[3-(1-Piperidinylmethyl)phenoxy]butanal

生成物 1

HCID 178509286HCID 178509286、化合物収率 36.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A solution of 4-[3-(1-piperidinylmethyl)phenoxy]butanal (522 mg) and 3,5-diamino-1,2,4-triazole (200 mg) in absolute ethanol (20 ml) was heated under reflux for 2 h. The cooled solution was treated with sodium borohydride (200 mg) and stirred at room temperature for 18 hr. The mixture was evaporated in vacuo and the residue partitioned between ethyl acetate and water. The combined organic extracts were evaporated in vacuo and the residue was chromatographed on silica with methanol as eluant to give the title compound as an oil (250 mg), TLC silica (ethyl acetate:isopropanol:water:ammonia 25:15:8:2) 0.4, NMR (CDCl3) 2.8 t (1H); 3.0-3.3 m (3H); 5.3 m (2H); 6.2 m (2H); 6.6-6.8 m (4H); 7.7 m (4H); 8.0-8.8 m (10H).

後処理

  1. temperatureunder reflux for 2 h
  2. customThe mixture was evaporated in vacuo
  3. customthe residue partitioned between ethyl acetate and water
  4. customThe combined organic extracts were evaporated in vacuo
  5. customthe residue was chromatographed on silica with methanol as eluant

出典と根拠

ORDレコード
ord-2dda9e24bc9548c6babfdfffbd4254d3
出典データセット
uspto-grants-1984_04
特許番号
US04442110

関連ノート

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