Sodium Carbonate → HCID 20542669、化合物

HRID 615029ノート

反応式

HRID 615029 の反応式
[C:1]1([N:7]2[C:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[C:10]([CH2:18][C:19]([OH:21])=[O:20])[C:9]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[N:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Cl)(Cl)(Cl)=O.[C:33](=[O:36])([O-])[O-:34].[Na+].[Na+]>C1C=CC=CC=1>[C:33]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[O:20][C:19](=[O:21])[CH2:18][C:10]1[C:9]([C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)=[N:8][N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:11]=1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)([OH:34])=[O:36]

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 3084566Trifezolac

生成物 1

HCID 20542669HCID 20542669、化合物収率 54%

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

7.0 grams 1,3,5-triphenyl-pyrazol-4-acetic acid, 3.1 grams phosphorus oxychloride and 40 milliliters benzene were mixed and the mixture was heated to the boiling temperature under reflux for 2 hours. The reaction mixture was then poured on ice, the pH adjusted to 6 by the addition of dilute aqueous sodium carbonate solution. The benzene solution was separated, washed with water, dried over anhydrous magnesium sulfate, and evaporated. The residue, consisting of 1,3,5-triphenyl-pyrazol-4-acetylchloride was taken up in 40 milliliters absolute ether. The ether solution was then added dropwise at 0°-3° C. and within 20 minutes to a solution of 2.8 grams salicyclic acid in a mixture of 20 milliliters ether and 4.2 grams pyridine. The mixture was after stirred for 25 minutes and thereafter poured on a mixture of ice and concentrated aqueous hydrochloric acid. The acid solution was separated, extracted with water, and the ether evaporated. The residue was recrystallized from ethanol. 5.1 grams 1,3,5-triphenyl-pyrazol-4-acetic acid-(2-carboxyphenyl)-ester, melting at 190°-191° C., were obtained representing a yield of 54%.

後処理

  1. temperaturethe mixture was heated to the boiling temperature
  2. temperatureunder reflux for 2 hours
  3. additionThe reaction mixture was then poured on ice
  4. customThe benzene solution was separated
  5. washwashed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated
  8. additionThe ether solution was then added dropwise at 0°-3° C. and within 20 minutes to a solution of 2.8 grams salicyclic acid in a mixture of 20 milliliters ether and 4.2 grams pyridine
  9. additionpoured on a mixture of ice and concentrated aqueous hydrochloric acid
  10. customThe acid solution was separated
  11. extractionextracted with water
  12. customthe ether evaporated
  13. customThe residue was recrystallized from ethanol

出典と根拠

ORDレコード
ord-8f917a27d76b4a75ad92130b1823f7ec
出典データセット
uspto-grants-1979_03
特許番号
US04146721

反応ノート

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