Sodium → 4,4,6-Trimethyl-3,4,5,6-tetrahydropyrimidine

HRID 614893ノート

反応式

HRID 614893 の反応式
[CH3:1][C:2]1([CH3:9])[CH2:7][C:6]([CH3:8])=[N:5][CH2:4][NH:3]1.[Na]>CO>[CH3:1][C:2]1([CH3:9])[CH2:7][CH:6]([CH3:8])[N:5]=[CH:4][NH:3]1

参加物

4

反応物 2

HCID 5360545SodiumHCID 202254014,4,6-Trimethyl-2,3,4,5-tetrahydropyrimidine

生成物 1

HCID 203301244,4,6-Trimethyl-3,4,5,6-tetrahydropyrimidine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a sample of 126 grams of 4,4,6-trimethyl-2,3,4,5-tetrahydropyrimidine in 300 cc. of methanol was added with stirring and cooling over a 2 hr. period 20.8 grams of sodium boronhydride. The mixture was allowed to stand for 17 hrs. The reaction mixture was extracted with chloroform and the chloroform removed under diminished pressure. The remaining product was distilled and the fraction b25 76.5°-77° C. was collected as 108 grams of 4,4,6-trimethyl hexahydropyrimidine. Anal. Calc.ed for C7H16N2 : N, 21.85. Found: N, 21.6 Nuclear magnetic resonance spectrum, solvent CDCl3, δ in ppm; 3.82 s, 2H; 2.87 m, 1H; 1.42 & 1.65, 2d's, 2H; 1.02 d, 3H; 1.08 & 1.13 2s's, 6H; 1.67 s, 2H exchangeable with D2O. A sample of 12.8 grams of 4,4,6-trimethylhexahydropyrimidine and 0.5 grams of 60% nickel catalyst on kieselguhr was heated for 8 hrs. at 185°-187° C. During this time the theoretial amount of hydrogen gas was evolved.

後処理

  1. temperaturecooling over a 2 hr
  2. extractionThe reaction mixture was extracted with chloroform
  3. customthe chloroform removed under diminished pressure
  4. distillationThe remaining product was distilled
  5. customthe fraction b25 76.5°-77° C. was collected as 108 grams of 4,4,6-trimethyl hexahydropyrimidine
  6. custom3.82 s, 2H
  7. custom1.02 d, 3H
  8. custom1.67 s, 2H exchangeable
  9. temperatureA sample of 12.8 grams of 4,4,6-trimethylhexahydropyrimidine and 0.5 grams of 60% nickel catalyst on kieselguhr was heated for 8 hrs
  10. customat 185°-187° C

出典と根拠

ORDレコード
ord-1d3f6b50d9f642f0af438a9f7f9ad318
出典データセット
uspto-grants-1979_03
特許番号
US04146714

反応ノート

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