Hydrochloric Acid → HCID 178512483, 화합물

HRID 232185

반응식

HRID 232185 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

HCID 178512483HCID 178512483, 화합물수율 67.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e5829e707dd048778f3690e5d9115a48
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04851446

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