Acrylonitrile → HCID 57839027, 화합물

HRID 732948노트

반응식

HRID 732948 반응식
[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[C:4]([C:6](=[CH:9]N(C)C)[C:7]#[N:8])=O.C(#N)C=C.Cl.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:31]=[C:32]([O:34][CH3:35])[CH:33]=1)[C:28]([NH2:30])=[NH:29].C[O-].[Na+]>CO>[Cl:1][C:2]1[CH:16]=[C:15]([Cl:17])[CH:14]=[CH:13][C:3]=1[C:4]1[C:6]([C:7]#[N:8])=[CH:9][N:30]=[C:28]([C:27]2[CH:31]=[C:32]([O:34][CH3:35])[CH:33]=[C:25]([O:24][CH3:23])[CH:26]=2)[N:29]=1

참가 물질

6

반응물 4

HCID 7855AcrylonitrileHCID 10942334Sodium Methoxide2회HCID 123012433,5-Dimethoxy-benzamidine hydrochlorideHCID 533953932-(2,4-Dichlorobenzoyl)-3-(dimethylamino)prop-2-enenitrile

생성물 1

HCID 57839027HCID 57839027, 화합물수율 38.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution of Step 2 acrylonitrile (1.5 g, 5.6 mmol) and 3,5-dimethoxybenzamidine hydrochloride (1.2 g, 5.6 mmol) in MeOH (30 mL) was added NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol). The reaction was heated to reflux for 5 hr. Additional NaOMe (25% in MeOH, 2.56 mL, 11.2 mmol) was added and was kept for 16 hr. The reaction was cooled to ambient temperature and quenched by addition of H2O (50 mL). The reaction was filtered and the solid was washed with MeOH (40 mL) to give 4-(2,4-dichlorophenyl)-2-(3,5-dimethoxyphenyl)pyrimidine-5-carbonitrile (960 mg, 38.4%) as a white solid.

후처리

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 hr
  3. customquenched by addition of H2O (50 mL)
  4. filtrationThe reaction was filtered
  5. washthe solid was washed with MeOH (40 mL)

출처 및 근거

ORD 기록
ord-f10b3ffa47a0438db377645a30483120
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07589088B2

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