Hydrochloric Acid → HCID 178512483、化合物

HRID 232185

反応式

HRID 232185 の反応式
NC[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:5][CH:4]=1.[N+]([O-])(O)=O.[C:18]([N:21]1C(C)=CC(C)=N1)(=[NH:20])[NH2:19].C(N(CC)C(C)C)(C)C.Cl>O1CCCC1>[NH:20]([C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][CH:8]=1)[C:18]([NH2:21])=[NH:19]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 81531DiisopropylethylamineHCID 1981863,5-Dimethyl-1H-pyrazole-1-carboxamidine mononitrateHCID 233018334-(Aminomethyl)benzenepropanoic acid

生成物 1

HCID 178512483HCID 178512483、化合物収率 67.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

3.70 g (19.14 mmol) of the oily methyl ester of 3-(4-aminomethylphenyl)propionic acid was dissolved in 150 ml of tetrahydrofuran. To the solution were added 5.80 g (28.71 mmol) of 1-amidino-3,5-dimethylpyrazole nitrate and 4.70 g (36.37 mmol) of N,N-diisopropylethylamine, and the mixture was heated overnight under reflux. The reaction mixture was concentrated under vacuum to give an oil. This oil was reacted with 70 ml of 5% HCl for 3 hours under reflux. The reaction mixture was passed through a filter and the filtrate was ice-cooled. The pH of the filtrate was adjusted to 6.4 by addition of 10% aqueous NaOH. The so adjusted filtrate was stirred for 30 minutes under ice-cooling. The precipitating crystal was recovered by filtration and washed successively with distilled water and tetrahydrofuran. Upon drying, 2.85 g of a pale yellow crystal was obtained (yield: 67.4%). m.p.≥300° C.

後処理

  1. temperaturethe mixture was heated overnight
  2. temperatureunder reflux
  3. concentrationThe reaction mixture was concentrated under vacuum
  4. customto give an oil
  5. temperatureunder reflux
  6. filtrationa filter
  7. temperaturecooled
  8. additionThe pH of the filtrate was adjusted to 6.4 by addition of 10% aqueous NaOH
  9. temperaturecooling
  10. filtrationThe precipitating crystal was recovered by filtration
  11. washwashed successively with distilled water and tetrahydrofuran
  12. customUpon drying

出典と根拠

ORDレコード
ord-e5829e707dd048778f3690e5d9115a48
出典データセット
uspto-grants-1989_07
特許番号
US04851446

関連ノート

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