1-(Ethylamino)propan-2-ol → 1-(Ethyl(6-hydrazinylidene-1,6-dihydropyridazin-3-yl)amino)propan-2-ol--hydrogen chloride (1/2)

HRID 1380389ノート

反応式

HRID 1380389 の反応式
[Cl:1][C:2]1[CH:13]=[CH:12][C:5]2=[N:6][N:7]=C(C)C(=O)[N:4]2[N:3]=1.[CH2:14]([NH:16][CH2:17][CH:18]([OH:20])[CH3:19])[CH3:15]>C1(C)C=CC=CC=1>[ClH:1].[ClH:1].[CH2:14]([N:16]([CH2:17][CH:18]([OH:20])[CH3:19])[C:2]1[N:3]=[N:4][C:5]([NH:6][NH2:7])=[CH:12][CH:13]=1)[CH3:15]

参加物

4

反応物 2

HCID 30161641-(Ethylamino)propan-2-olHCID 13615148HCID 13615148、化合物

生成物 1

HCID 30439651-(Ethyl(6-hydrazinylidene-1,6-dihydropyridazin-3-yl)amino)propan-2-ol--hydrogen chloride (1/2)収率 288.2%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
60 °C

実験手順

A solution comprising 480 mg 7-chloro-3-methyl-4-oxo-4H-pyridazino[6,1-c][1,2,4]triazine and 510 mg ethyl-(2-hydroxypropyl)amine in 10 ml toluene is heated to reflux for two hours, toluene is removed by evaporation, the remaining part if taken up with acetone, filtered, and the filtrate concentrated to a small volume. After cooling, 400 mg 7-[ethyl-(2-hydroxypropyl)amino]-3-methyl-4-oxo-4H-pyridazino[6,1-c][1, 2,4]triazine are collected under a vacuum, which melts at 140°-145° C. 1.3 grams 7-[ethyl-(2-hydroxypropyl)amino]-3-methyl-4-oxo-4H-pyridazino[6,1-c][1,2,4]triazine and 1 gram 2,4-dinitrophenylhydrazine are heated, while stirring, to 60° C. for three hours in 60 ml of 15% hydrochloric acid. These are cooled to 0° C. overnight, collected under a vacuum and washed with cold water. The mother liquors, after filtering, are evaporated to a dry condition, the residue being taken up twice with n.butylic alcohol and each time re-evaporated. A solid product is obtained which is triturated with 10 ml n.butylic alcohol, cooled, and collected under vacuum to yield 1 g of 3-[ethyl-(2-hydroxypropyl)amino]-6-hydrazinopyridazine dihydrochloride melting (with decomposition) at 212° C.

後処理

  1. temperatureis heated
  2. temperatureto reflux for two hours
  3. customtoluene is removed by evaporation
  4. filtrationfiltered
  5. concentrationthe filtrate concentrated to a small volume
  6. temperatureAfter cooling
  7. custom400 mg 7-[ethyl-(2-hydroxypropyl)amino]-3-methyl-4-oxo-4H-pyridazino[6,1-c][1, 2,4]triazine are collected under a vacuum, which melts at 140°-145° C
  8. temperature1.3 grams 7-[ethyl-(2-hydroxypropyl)amino]-3-methyl-4-oxo-4H-pyridazino[6,1-c][1,2,4]triazine and 1 gram 2,4-dinitrophenylhydrazine are heated
  9. temperatureThese are cooled to 0° C. overnight
  10. customcollected under a vacuum
  11. washwashed with cold water
  12. filtrationThe mother liquors, after filtering
  13. customare evaporated to a dry condition
  14. customeach time re-evaporated
  15. customA solid product is obtained which
  16. customis triturated with 10 ml n.butylic alcohol
  17. temperaturecooled
  18. customcollected under vacuum

出典と根拠

ORDレコード
ord-31cec43512d143d08a480d04429c7c14
出典データセット
uspto-grants-1986_04
特許番号
US04581449

反応ノート

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