Acetic Acid → HCID 67780612、化合物

HRID 483607

反応式

HRID 483607 の反応式
[C:1]1([C:7]2[CH:8]=[N:9][C:10]3[CH:11]=[CH:12][CH:13]=[C:14]([CH:17]=O)[C:15]=3[CH:16]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:19][C:20]1O[N:23]=[CH:22][CH:21]=1.[Na].Cl.[C:27]([CH2:30][C:31]([O:33][CH2:34][CH2:35][CH3:36])=[O:32])(=[NH:29])[NH2:28].C(O)(=O)C>C(O)CC>[NH2:29][C:27]1[NH:28][C:20]([CH3:19])=[C:21]([C:22]#[N:23])[CH:17]([C:14]2[CH:13]=[CH:12][CH:11]=[C:10]3[C:15]=2[CH:16]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:8]=[N:9]3)[C:30]=1[C:31]([O:33][CH2:34][CH2:35][CH3:36])=[O:32]

参加物

7

反応物 5

HCID 176Acetic AcidHCID 798335-MethylisoxazoleHCID 5360545SodiumHCID 12391079HCID 12391079、化合物HCID 15170332HCID 15170332、化合物

生成物 1

HCID 67780612HCID 67780612、化合物収率 16.3%

試薬・触媒・溶媒 1

HCID 10311-Propanol溶媒2 回

実験手順

23.3 g (100 mmol) of 3-phenyl-quinoline-5-aldehyde are suspended in 200 ml of n-propanol and the suspension is stirred with 8.25 ml (100 mmol) of 5-methylisoxazole. A solution of 2.3 g of sodium in 100 ml of n-propanol is added dropwise and the mixture is stirred at 40°-50° C. for hours. A brown solution is obtained by this procedure. 8.04 g (100 mmol) of propyl amidinoacetate hydrochloride and 6 ml of acetic acid (100 mmol) are added and the mixture is boiled for 20 hours. It is concentrated, the residue is dissolved in ethyl acetate/water and the phases are separated. The ethyl acetate phase is washed with sodium bicarbonate solution and twice with water, dried and concentrated. The resulting residue is dissolved in 100 ml of hot acetonitrile and the product is left to crystallise. It is filtered off with suction and recrystallised from n-propanol and then from acetonitrile. 6.9 g of colourless crystals of melting point 237° C. are obtained.

後処理

  1. customA brown solution is obtained by this procedure
  2. concentrationIt is concentrated
  3. dissolutionthe residue is dissolved in ethyl acetate/water
  4. customthe phases are separated
  5. washThe ethyl acetate phase is washed with sodium bicarbonate solution and twice with water
  6. customdried
  7. concentrationconcentrated
  8. dissolutionThe resulting residue is dissolved in 100 ml of hot acetonitrile
  9. waitthe product is left
  10. customto crystallise
  11. filtrationIt is filtered off with suction
  12. customrecrystallised from n-propanol

出典と根拠

ORDレコード
ord-5fa8c79343f24411b7c7cd0b7528d169
出典データセット
uspto-grants-1993_07
特許番号
US05225558

関連ノート

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