Hydrochloric Acid → Ethyl 2-chloro-2-[2-(2,4-dichlorophenyl)hydrazinylidene]acetate

HRID 1670790노트

반응식

HRID 1670790 반응식
[Cl:1][C:2]1[CH:8]=[C:7]([Cl:9])[CH:6]=[CH:5][C:3]=1[NH2:4].Cl.[N:11]([O-])=O.[Na+].CC([O-])=O.[Na+].[CH2:20]([O:22][C:23](=[O:29])[CH:24]([Cl:28])C(=O)C)[CH3:21]>O.C(O)C>[Cl:28][C:24](=[N:11][NH:4][C:3]1[CH:5]=[CH:6][C:7]([Cl:9])=[CH:8][C:2]=1[Cl:1])[C:23]([O:22][CH2:20][CH3:21])=[O:29]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 111232,4-DichloroanilineHCID 11858Ethyl 2-chloroacetoacetateHCID 517045Sodium AcetateHCID 23668193Sodium Nitrite

생성물 1

HCID 2771526Ethyl 2-chloro-2-[2-(2,4-dichlorophenyl)hydrazinylidene]acetate수율 70%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
2.5 °C

실험 절차

To a stirred solution of 2,4-dichloroaniline (1 g, 6.17 mmol) and concentrated hydrochloric acid (1.5 ml) in ice (1.5 ml) a solution of NaNO2 (0.460 mg, 6.68 mmol) in water (0.8 ml) is slowly added and the mixture is stirred for 1 h at 0-5° C. Then, this solution is added over a cold mixture of NaOAc (1.64 g, 19.6 mmol), ethanol (26 ml) and ethyl-2-chloro-3-oxobutanoate (1.0 g, 6.06 mmol) and let stirring for 1 hour until the formed precipitate is collected by filtration, washed with ethanol and dichloromethane and dried in vacuo to give the yellow solid ethyl 2-chloro-2-(2-(2,4-dichlorophenyl)hydrazono)acetate (70-80% yield), which is used in the next step without any further purification.

후처리

  1. stirringlet stirring for 1 hour until the formed precipitate
  2. filtrationis collected by filtration
  3. washwashed with ethanol and dichloromethane
  4. customdried in vacuo

출처 및 근거

ORD 기록
ord-337a7449e67a4844bd0b4117e5c24b55
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07994200B2

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