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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 86651053、化合物

HRID 2094466
ノート
印刷プレビュー

反応式

HRID 2094466 の反応式
CCN=C=NCCCN(C)C.[Cl:12][C:13]1[CH:21]=[N:20][CH:19]=[CH:18][C:14]=1[C:15]([OH:17])=O.[NH2:22][C:23]1[CH:28]=[C:27]([C:29]([F:38])([C:34]([F:37])([F:36])[F:35])[C:30]([F:33])([F:32])[F:31])[CH:26]=[CH:25][C:24]=1[OH:39]>N1C=CC=CC=1>[Cl:12][C:13]1[CH:21]=[N:20][CH:19]=[CH:18][C:14]=1[C:15]([NH:22][C:23]1[CH:28]=[C:27]([C:29]([F:38])([C:30]([F:31])([F:32])[F:33])[C:34]([F:35])([F:36])[F:37])[CH:26]=[CH:25][C:24]=1[OH:39])=[O:17]
参加物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 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide2 回HCID 27358163-Chloropyridine-4-carboxylic acid2 回HCID 866510652-Amino-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)phenol

生成物 1

HCID 86651053HCID 86651053、化合物

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

To a mixture of 0.58 g of WSC and 5 ml of pyridine 5 ml, 0.48 g of 3-chloroisonicotinic acid was added. The reaction mixture was stirred at room temperature for 25 minutes. To the reaction mixture, 0.75 g of 2-amino-4-(heptafluoroisopropyl)phenol was added and was stirred while heating at 60° C. for three hours. The reaction mixture was cooled to room temperature, the 0.24 g of 3-chloroisonicotinic acid and 0.29 g of WSC was added and stirred while heating at 60° C. for 1.5 hours and then at 80° C. for 1.3 hours. The mixture reaction was cooled to room temperature, and then concentrated under reduced pressure. Then, water was added to the residue, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.90 g of 3-chloro-N-[2-hydroxy-5-(heptafluoroisopropyl)phenyl]isonicotinamide.

後処理

  1. additionwas added
  2. stirringwas stirred
  3. temperaturewhile heating at 60° C. for three hours
  4. temperatureThe reaction mixture was cooled to room temperature
  5. stirringstirred
  6. temperaturewhile heating at 60° C. for 1.5 hours
  7. waitat 80° C. for 1.3 hours
  8. customThe mixture reaction
  9. temperaturewas cooled to room temperature
  10. concentrationconcentrated under reduced pressure
  11. additionThen, water was added to the residue
  12. extractionfollowed by extraction with ethyl acetate twice
  13. washThe combined organic layers were washed with a saturated sodium chloride solution
  14. dry with materialwas dried over anhydrous sodium sulfate
  15. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-8e64e639f1ee46a9bd9b83e820348d37
出典データセット
uspto-grants-2013_05
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08445522B2

反応ノート

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