3,5-Diamino-1,2,4-triazole → HCID 178509286, 화합물

HRID 325715

반응식

HRID 325715 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

HCID 178509286HCID 178509286, 화합물수율 36.3%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-2dda9e24bc9548c6babfdfffbd4254d3
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04442110

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