Diethyl Malonate → HCID 178526553, 화합물

HRID 75446노트

반응식

HRID 75446 반응식
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8](=[NH:10])[NH2:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C[O-].[Na+].[C:16](OCC)(=[O:23])[CH2:17][C:18](OCC)=[O:19]>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([C:8]2[N:9]=[C:18]([OH:19])[CH:17]=[C:16]([OH:23])[N:10]=2)=[CH:11][CH:12]=1)([O-:3])=[O:2]

참가 물질

5

반응물 3

HCID 7761Diethyl MalonateHCID 1174754-NitrobenzamidineHCID 10942334Sodium Methoxide

생성물 1

HCID 178526553HCID 178526553, 화합물수율 81.4%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a 50 mL round-bottomed flask was placed 4-nitrobenzimidamide (55, 0.435 g, 2.63 mmol) in MeOH (4 mL) to give a yellow suspension. Sodium methanolate (25% by wt in MeOH) (1.867 mL, 8.17 mmol) was added. The mixture was stirred at room temperature for 30 min. Diethyl malonate (0.480 mL, 3.16 mmol) was added in drops and stirring was continued at room temperature over 6 days, resulting in an orange suspension. The mixture was concentrated, dissolved in hot water and filtered. The filtrate was made acidic with AcOH to pH3. The resulting light yellow solids were collected by filtration and dried under vacuum to give the title compound (499 mg, 81%) as a light yellow solid. HRMS: For [M+H]+ mass error=−0.0 mDa or −0.17 ppm.

후처리

  1. customIn a 50 mL round-bottomed flask was placed
  2. stirringstirring
  3. waitwas continued at room temperature over 6 days
  4. customresulting in an orange suspension
  5. concentrationThe mixture was concentrated
  6. dissolutiondissolved in hot water
  7. filtrationfiltered
  8. filtrationThe resulting light yellow solids were collected by filtration
  9. customdried under vacuum

출처 및 근거

ORD 기록
ord-34ea74092a464bd39b298f2557d27d62
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08835429B2

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