Potassium Carbonate → HCID 68874499, 화합물

HRID 2366626노트

반응식

HRID 2366626 반응식
[N+:1]([C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=[CH:9][CH:8]=2)([O-])=O.S(S([O-])=O)([O-])=O.[Na+].[Na+].C(=O)([O-])[O-].[K+].[K+]>CC[N+]1C=CC(C2C=C[N+](CC)=CC=2)=CC=1.[Br-].[Br-]>[NH2:1][C:4]1[CH:5]=[N:6][C:7]2[C:12]([C:13]=1[NH:14][CH2:15][CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:11][CH:10]=[CH:9][CH:8]=2

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 24489Sodium Dithionite3회HCID 68873567HCID 68873567, 화합물

생성물 1

HCID 68874499HCID 68874499, 화합물수율 81.9%

시약·촉매·용매 1

HCID 114742621,1'-Diethyl-4,4'-bipyridinium dibromide촉매

실험 절차

Ethyl N-(3-nitroquinolin-4-yl)-β-alaninate (28.2 g, 97.5 mmol) was treated with sodium hydrosulfite (50.9 g, 292 mmol), potassium carbonate (53.2 g, 385 mmol), and ethyl viologen dibromide (0.364 g, 0.973 mmol) according to a modification of the method described in Part A of Example 8. After the reaction was stirred overnight, additional sodium hydrosulfite (5.0 g, 29 mmol) was added, and the reaction was stirred for two additional hours. Additional sodium hydrosulfite (2.0 g, 5.3 mmol) was added, and the reaction was stirred for one additional hour. An analysis by TLC indicated the reaction was complete. The organic layer was separated, washed three times with water, and concentrated under reduced pressure to provide 20.7 g of ethyl N-(3-aminoquinolin-4-yl)-β-alaninate.

후처리

  1. stirringthe reaction was stirred for two additional hours
  2. stirringthe reaction was stirred for one additional hour
  3. customThe organic layer was separated
  4. washwashed three times with water
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d0ddc8e535f34a8383c73adcc9a08e22
출처 데이터셋
uspto-grants-2014_04
특허 번호
US08697873B2

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