Hydrazine hydrate (1:1) → N',5-diamino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carboximidamide

HRID 1749674ノート

反応式

HRID 1749674 の反応式
O.[NH2:2][NH2:3].[NH2:4][C:5]1[N:6]=[CH:7][C:8]([C:20]#[N:21])=[N:9][C:10]=1[C:11]1[O:12][C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])=[N:14][N:15]=1>CC(O)C>[NH2:4][C:5]1[N:6]=[CH:7][C:8](/[C:20](=[N:2]/[NH2:3])/[NH2:21])=[N:9][C:10]=1[C:11]1[O:12][C:13]([C:16]([CH3:18])([CH3:17])[CH3:19])=[N:14][N:15]=1

参加物

4

反応物 2

HCID 24654Hydrazine hydrate (1:1)HCID 867276605-Amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbonitrile

生成物 1

HCID 90283262N',5-diamino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carboximidamide収率 79.1%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
50 °C

実験手順

Hydrazine hydrate (82 mL, 1.69 mol) was added to 5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbonitrile (55 g, 225.18 mmol) in IPA (200 mL) and the mixture was heated at 50° C. under nitrogen for 16 hours. The mixture was cooled in an ice bath. The resulting precipitate was collected by filtration, washed with IPA and diethyl ether and dried to a constant weight to afford (Z)-5-amino-6-(5-tert-butyl-1,3,4-oxadiazol-2-yl)pyrazine-2-carbohydrazonamide (49.2 g, 79%) as a yellow solid: 1H NMR Spectrum: (DMSO-d6) 1.45 (9H, s), 5.26 (2H, s), 5.58 (2H, s), 7.56 (2H, s), 8.75 (1H, s); Mass Spectrum [M+H]+=277.

後処理

  1. temperatureThe mixture was cooled in an ice bath
  2. filtrationThe resulting precipitate was collected by filtration
  3. washwashed with IPA and diethyl ether
  4. customdried to a constant weight

出典と根拠

ORDレコード
ord-f11d04d740a1410ca854735233997be9
出典データセット
uspto-grants-2015_10
特許番号
US09156831B2

反応ノート

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