Hydrochloric Acid → HCID 178468723、化合物

HRID 258560

反応式

HRID 258560 の反応式
C1(CCC(C(C(OCC)=O)C(OCC)=O)=O)C=CC=CC=1.NC1N(CC)N=CC=1.Cl.Cl.[CH2:32]([N:34]1[C:38]2=[N:39][C:40]([CH2:49][CH2:50][C:51]3[CH:56]=[CH:55][CH:54]=[CH:53][CH:52]=3)=[C:41]([C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:42]([OH:43])=[C:37]2[CH:36]=[N:35]1)[CH3:33]>C(O)C.C(OCC)(=O)C.CCOCC.O>[CH2:32]([N:34]1[C:38]2=[N:39][C:40]([CH2:49][CH2:50][C:51]3[CH:52]=[CH:53][CH:54]=[CH:55][CH:56]=3)=[C:41]([C:44]([O:46][CH2:47][CH3:48])=[O:45])[C:42]([OH:43])=[C:37]2[CH:36]=[N:35]1)[CH3:33]

参加物

8

反応物 4

HCID 313Hydrochloric AcidHCID 3373101-Ethyl-1H-pyrazol-5-amineHCID 10989977Propanedioic acid, (1-oxo-3-phenylpropyl)-, diethyl esterHCID 178468724HCID 178468724、化合物

生成物 1

HCID 178468723HCID 178468723、化合物

試薬・触媒・溶媒 3

HCID 962Water溶媒HCID 3283Diethyl Ether溶媒HCID 21584252Ethanol ethylacetate溶媒

実験手順

43.6 g. of (3-phenylpropionyl)malonic acid, diethyl ester (0.15 mol.) are added to a stirred mixture of 16.5 g. of 5-amino-1-ethylpyrazole (0.15 mol.) and 220 g. of polyphosphoric acid. The mixture is heated to 120° (bath temperature) for 50 minutes. After the mixture has cooled to room temperature, 250 ml. of water are added in portions and stirring is continued for 20 minutes. The aqueous phosphoric acid solution is then decanted and the undissolved residue is treated with 200 ml. of water and aqueous ammonia (10%) to neutralize the mixture. The mixture is extracted with chloroform and the chloroform extract is washed twice with water, dried with Na2SO4 and evaporated to yield 39 g. of the oily product. Dissolution of the oil in about 250 ml. of ether and addition of ethereal hydrogen chloride yields 35 g. (62%) of 1-ethyl-4-hydroxy-6-(2-phenylethyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid, ethyl ester, hydrochloride, m.p. 153°-155° (ethanol/ethyl acetate 1:1).

後処理

  1. temperatureThe mixture is heated to 120° (bath temperature) for 50 minutes
  2. customThe aqueous phosphoric acid solution is then decanted
  3. additionthe undissolved residue is treated with 200 ml
  4. extractionThe mixture is extracted with chloroform
  5. extractionthe chloroform extract
  6. washis washed twice with water
  7. dry with materialdried with Na2SO4
  8. customevaporated
  9. customto yield 39 g
  10. dissolutionDissolution of the oil in about 250 ml
  11. customyields 35 g

出典と根拠

ORDレコード
ord-757c504b9c504e5e93baa0f42c8ef911
出典データセット
uspto-grants-1977_07
特許番号
US04033970

関連ノート

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