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Salicylic Acid → HCID 13066649、化合物

HRID 1606642
ノート
印刷プレビュー

反応式

HRID 1606642 の反応式
[NH2:1][C:2]1[CH:11]=[C:10]([NH2:12])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5].P(Cl)(Cl)Cl.[C:17]([OH:26])(=O)[C:18]1[C:19](=[CH:21][CH:22]=[CH:23][CH:24]=1)[OH:20]>N1C=CC=CC=1>[C:17]([NH:1][C:2]1[CH:11]=[C:10]([NH:12][C:17](=[O:26])[C:18]2[C:19](=[CH:21][CH:22]=[CH:23][CH:24]=2)[OH:20])[CH:9]=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])(=[O:26])[C:18]1[C:19](=[CH:21][CH:22]=[CH:23][CH:24]=1)[OH:20]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 338Salicylic AcidHCID 24387Phosphorus trichlorideHCID 12399493Methyl 2,4-diaminobenzoate

生成物 1

HCID 13066649HCID 13066649、化合物収率 54.7%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒2 回

反応条件

温度
90 °C

実験手順

In 200 ml of pyridine was dissolved 8.3 g of methyl 2,4-diaminobenzoate, and to the solution was added a solution of 4.4 ml of phosphorus trichloride in 30 ml of pyridine under cooling with ice, followed by stirring at 50° to 70°C for one hour. To the mixture was added 21 g of salicylic acid was added, followed by heating at 90°C for three hours. After the cooling of the mixture by allowing it to stand, undissolved substances were filtered off and the filtrate was subjected to concentrate under reduced pressure. The concentrate was added to cold diluted hydrochloric acid to precipitate crystals. The crystals were recovered by filtration, washed with water and recrystallized from an acetone-dioxane-water mixture to obtain 11.1 g of methyl 2,4-bis(salicylamido)-benzoate having a melting point between 259° - 260°C. It was confirmed that the product was identical to that obtained in Example 7.

後処理

  1. temperatureunder cooling with ice
  2. additionwas added
  3. temperatureAfter the cooling of the mixture
  4. filtrationundissolved substances were filtered off
  5. concentrationto concentrate under reduced pressure
  6. additionThe concentrate was added to cold diluted hydrochloric acid
  7. customto precipitate crystals
  8. filtrationThe crystals were recovered by filtration
  9. washwashed with water
  10. customrecrystallized from an acetone-dioxane-water mixture

出典と根拠

ORDレコード
ord-029b099ba04346f9bf1b4dd807bcd6fb
出典データセット
uspto-grants-1976_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US03953496

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート