Hydrochloric Acid → 2-amino-2-cyano-N-(1,1-dimethylethyl)-acetamide hydrochloride

HRID 269396

반응식

HRID 269396 반응식
[C:1]([CH:3]([N:11]=C(C1C=CC=CC=1)C1C=CC=CC=1)[C:4]([NH:6][C:7]([CH3:10])([CH3:9])[CH3:8])=[O:5])#[N:2].C(OCC)(=O)C.[ClH:31]>C(Cl)Cl>[ClH:31].[NH2:11][CH:3]([C:1]#[N:2])[C:4]([NH:6][C:7]([CH3:8])([CH3:10])[CH3:9])=[O:5]

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 11393010HCID 11393010, 화합물

생성물 1

HCID 220154222-amino-2-cyano-N-(1,1-dimethylethyl)-acetamide hydrochloride

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
60 °C

실험 절차

2-Cyano-N-(1,1-dimethylethyl)-2-[(diphenylmethylene)amino]acetamide 4 (900 g, 2.818 mol), ethyl acetate (4.5 L) and aqueous HCl (1 N, 4.5 L) were placed into a 12 L three-necked flask equipped with a nitrogen inlet, a gas outlet tube, reflux condenser, thermometer, mechanical stirrer, and maintained under a positive pressure of nitrogen. The mixture was heated on an oil bath at 60° C. for 4 hours with vigorous stirring, gradually cooled to room temperature, and then slowly diluted with CH2Cl2 (4 L). (Thin layer chromatography (EtOAc/hexanes=1/4) indicated no more starting material was present.) The resulting layers were separated and the aqueous phase was extracted with CH2Cl2 (4 L). The combined organic solutions were extracted with aqueous HCl (1N, 2×0.5 L). The aqueous extracts were combined and concentrated under reduced pressure to yield 490 g (2.557 mol) of 2-amino-2-cyano-N-(1,1-dimethylethyl)-acetamide hydrochloride 5.HCl.

후처리

  1. customequipped with a nitrogen inlet, a gas outlet tube
  2. temperaturereflux condenser
  3. temperaturethermometer, mechanical stirrer, and maintained under a positive pressure of nitrogen
  4. temperaturegradually cooled to room temperature
  5. custom) The resulting layers were separated
  6. extractionthe aqueous phase was extracted with CH2Cl2 (4 L)
  7. extractionThe combined organic solutions were extracted with aqueous HCl (1N, 2×0.5 L)
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1fe2f63b16804f9b872e8c1969a4d53a
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446209B2

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