Phenyl glycidyl ether → 1-Phenoxy-3-[2-(1,3,5-trimethylpyrimidine-2,4-dion-6-ylamino)-ethylamino]-propan-2-ol

HRID 1903778ノート

反応式

HRID 1903778 の反応式
[CH2:1]([O:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH:2]1[O:4][CH2:3]1.[NH2:12][CH2:13][CH2:14][NH:15][C:16]1[N:17]([CH3:26])[C:18](=[O:25])[N:19]([CH3:24])[C:20](=[O:23])[C:21]=1[CH3:22]>CO>[O:5]([CH2:1][CH:2]([OH:4])[CH2:3][NH:12][CH2:13][CH2:14][NH:15][C:16]1[N:17]([CH3:26])[C:18](=[O:25])[N:19]([CH3:24])[C:20](=[O:23])[C:21]=1[CH3:22])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

4

反応物 2

HCID 31217Phenyl glycidyl etherHCID 128188664-(2-aminoethylamino)-1,3,5-trimethylpyrimidine-2,6(1H,3H)-dione

生成物 1

HCID 128188591-Phenoxy-3-[2-(1,3,5-trimethylpyrimidine-2,4-dion-6-ylamino)-ethylamino]-propan-2-ol

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

3.4 g. Phenyl glycidyl ether and 9.6 g. 4-(2-aminoethylamino)-1,3,5-trimethylpyrimidine-2,6(1H,3H)-dione are stirred for about 24 hours at 70° C. The reaction mixture is dissolved in methanol and then separated by column chromatography, using a weakly acidic cation exchanger ("Amberlite" CG 50 II pract. (Serva)). The column is pre-treated with about 1.5 liters 0.1 M methanolic triethylammonium acetate solution. The elution agent used is 0.1 M methanolic triethylammonium acetate solution. The fractions containing the pure substance are evaporated, then rendered alkaline with 2 N aqueous sodium hydroxide solution, extracted with methylene chloride and the extracts dried and evaporated. The light colored oil obtained becomes crystalline upon triturating with diethyl ether. After recrystallized from ethyl acetate, there are obtained 3.6 g. (44% of theory) of the desired product in the form of colorless crystals: m.p. 104°-106° C.

後処理

  1. customseparated by column chromatography
  2. additionThe column is pre-treated with about 1.5 liters 0.1 M methanolic triethylammonium acetate solution
  3. additionThe fractions containing the pure substance
  4. customare evaporated
  5. extractionextracted with methylene chloride
  6. customthe extracts dried
  7. customevaporated
  8. customThe light colored oil obtained
  9. customupon triturating with diethyl ether
  10. customAfter recrystallized from ethyl acetate, there
  11. customare obtained 3.6 g

出典と根拠

ORDレコード
ord-bf99b5438f48492495c97b1869dcb857
出典データセット
uspto-grants-1984_03
特許番号
US04438128

反応ノート

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