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1-Piperidinecarboxaldehyde → 3-(5-Nitro-1-methyl-2-imidazolyl)-6-(1-piperidinyl-methyleneamino)-s-triazolo[4,3-b]pyridazine

HRID 1729865
ノート
印刷プレビュー

反応式

HRID 1729865 の反応式
[CH:1]([N:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)=O.P(Cl)(Cl)(Cl)=O.[N+:14]([C:17]1[N:21]([CH3:22])[C:20]([C:23]2[N:27]3[N:28]=[C:29]([NH2:32])[CH:30]=[CH:31][C:26]3=[N:25][N:24]=2)=[N:19][CH:18]=1)([O-:16])=[O:15]>O1CCOCC1>[N+:14]([C:17]1[N:21]([CH3:22])[C:20]([C:23]2[N:27]3[N:28]=[C:29]([N:32]=[CH:1][N:3]4[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]4)[CH:30]=[CH:31][C:26]3=[N:25][N:24]=2)=[N:19][CH:18]=1)([O-:16])=[O:15]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 174291-PiperidinecarboxaldehydeHCID 24813Phosphorus oxychlorideHCID 214559243-(5-Nitro-1-methyl-2-imidazolyl)-6-amino-s-triazolo[4,3-b]pyridazine

生成物 1

HCID 214559653-(5-Nitro-1-methyl-2-imidazolyl)-6-(1-piperidinyl-methyleneamino)-s-triazolo[4,3-b]pyridazine

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

2.85 ml. N-formyl-piperidine in 10 ml. dioxan were stirred with 2.4 ml. phosphorus oxychloride, which was introduced portionwise at 35° - 40° C., for 30 minutes at this temperature, then 1.5 g. crude 3-(5-nitro-1-methyl-2-imidazolyl)-6-amino-s-triazolo[ 4,3-b]pyridazine was added and the reaction mixture was stirred for 1.5 hours at 35° - 40° C. The solution obtained was now poured into 75 ml. ice water, filtered with suction and the clear filtrate was rendered alkaline (about pH 10) with concentrated aqueous ammonia, cooled, left to stand for some time and the resultant crystals (1.28 g.) filtered off with suction and recrystallized from 25 ml. isopropanol, with the addition of charcoal, 0.82 g. of the desired 3-(5-nitro-1-methyl-2-imidazolyl)-6-(1-piperidinyl-methyleneamino)-s-triazolo[ 4,3-b]pyridazine thereby being obtained in the form of yellowish-white crystals which melt at 187° - 189° C.

後処理

  1. customThe solution obtained
  2. additionwas now poured into 75 ml
  3. filtrationice water, filtered with suction
  4. temperaturecooled
  5. waitleft
  6. filtrationthe resultant crystals (1.28 g.) filtered off with suction
  7. customrecrystallized from 25 ml
  8. additionisopropanol, with the addition of charcoal, 0.82 g

出典と根拠

ORDレコード
ord-204662b23d364d639ba7556223aeb8b8
出典データセット
uspto-grants-1976_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03989832

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート