7-Nitro-1,3,5-triazaadamantane → 1,3,5-Triazatricyclo[3.3.1.1,3,7]decan-7-amine

HRID 596766ノート

反応式

HRID 596766 の反応式
[N+:1]([C:4]12[CH2:13][N:8]3[CH2:9][N:10]([CH2:12][N:6]([CH2:7]3)[CH2:5]1)[CH2:11]2)([O-])=O.[H][H]>[Rh].C.C(O)C>[NH2:1][C:4]12[CH2:13][N:8]3[CH2:7][N:6]([CH2:12][N:10]([CH2:9]3)[CH2:11]1)[CH2:5]2

参加物

5

反応物 2

HCID 5355407-Nitro-1,3,5-triazaadamantaneHCID 178418361HCID 178418361、化合物4 回

生成物 1

HCID 5356841,3,5-Triazatricyclo[3.3.1.1,3,7]decan-7-amine

試薬・触媒・溶媒 2

HCID 10080373Rhodium carbon触媒HCID 702Ethanol溶媒

実験手順

7-Nitro-1,3,5-triazaadamantane (46.1 g., 0.25 mole), 175 ml. of 95% ethanol and 8.0 g. of 5% rhodium-charcoal catalyst were shaken with hydrogen in a Parr apparatus at 25° until hydrogen uptake ceased (13 hours). (The reaction bottle was refilled with hydrogen at intervals as required to keep the hydrogen pressure between 25-50 psi.) The reaction mixture was filtered with suction through Celite and the collected catalyst washed thoroughly with ethanol. The filtrate was concentrated to dryness under reduced pressure and the solid residue, after being ground to a powder, was pumped at 25° and 0.1 mm for 12 hours to remove traces of volatiles to yield 38.6 g. (99.5%) of high purity 2, m.p. 216°-219°. The product may be recrystallized from benzene (80% recovery) to yield long needles, m.p. 214°-217°; nmr (deuterium oxide): δ 4.70 (2, s, OH), 4.39, 3.97 (6, ABq, J = 12 Hz; 2,4,9 CH2), 3.17 (6, s, 6,8,10 CH2); TMS external standard.

後処理

  1. custom(13 hours)
  2. filtration) The reaction mixture was filtered with suction through Celite
  3. washthe collected catalyst washed thoroughly with ethanol
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure
  5. customwas pumped at 25°
  6. custom0.1 mm for 12 hours to remove traces of volatiles
  7. customto yield 38.6 g
  8. customThe product may be recrystallized from benzene (80% recovery)
  9. customto yield long needles, m.p. 214°-217°

出典と根拠

ORDレコード
ord-ca43551a73684940a70f71ac172333f7
出典データセット
uspto-grants-1977_03
特許番号
US04012384

反応ノート

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