1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride → 5-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-oxadiazol-2-amine

HRID 634088ノート

反応式

HRID 634088 の反応式
[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]([NH:12][NH:13][C:14](=S)[NH:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=3)=[O:11])=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.CCN=C=NCCCN(C)C.Cl>C1(C)C=CC=CC=1>[NH:1]1[C:9]2[C:4](=[CH:5][C:6]([C:10]3[O:11][C:14]([NH:15][CH2:16][C:17]4[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=4)=[N:13][N:12]=3)=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

参加物

4

反応物 2

HCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 867250872-(1H-indole-5-carbonyl)-N-(4-methoxybenzyl)hydrazinecarbothioamide

生成物 1

HCID 867250885-(1H-indol-5-yl)-N-(4-methoxybenzyl)-1,3,4-oxadiazol-2-amine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 2-(1H-indole-5-carbonyl)-N-(4-methoxybenzyl)hydrazinecarbothioamide (0.1 g, 0.284 mmol) and EDC.HCl (0.109 g, 0.586 mmol) in toluene (10 mL) was heated to reflux for 12 h. The mixture was cooled to RT. The supernatant layer was decanted and the sticky material in the bottom was dissolved in EtOAc (20 mL). The organic layer was washed with water, brine, dried, filtered and concentrated to give the crude material. MS (ESI, pos. ion) m/z: 321 (M+1).

後処理

  1. temperatureto reflux for 12 h
  2. customThe supernatant layer was decanted
  3. dissolutionthe sticky material in the bottom was dissolved in EtOAc (20 mL)
  4. washThe organic layer was washed with water, brine
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-29d11e47197c49f99617f81c3a35131e
出典データセット
uspto-grants-2016_04
特許番号
US09321756B2

反応ノート

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