Hydrochloric Acid → HCID 123771552, 화합물

HRID 1470526노트

반응식

HRID 1470526 반응식
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([O:12][CH3:13])=[C:6]([O:14][CH3:15])[CH:5]=1)=[O:3].[C:16]1([NH:22][C:23]2[N:30]=[CH:29][CH:28]=[CH:27][C:24]=2[CH:25]=O)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.Cl>CO>[C:16]1([NH:22][C:23]2[C:24]([CH:25]=[CH:1][C:2]([C:4]3[CH:5]=[C:6]([O:14][CH3:15])[C:7]([O:12][CH3:13])=[C:8]([O:10][CH3:11])[CH:9]=3)=[O:3])=[CH:27][CH:28]=[CH:29][N:30]=2)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 143453',4',5'-TrimethoxyacetophenoneHCID 13983610HCID 13983610, 화합물

생성물 1

HCID 123771552HCID 123771552, 화합물수율 92.6%

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
30 °C

실험 절차

To a stirred solution of 3,4,5-trimethoxyacetophenone (213 mg, 1.01 mmol) in methanol (5 mL) was added 2N Ba(OH)2 solution (2 mL) after 5 minutes to the reaction mixture 2-(phenylamino)nicotinaldehyde (200 mg, 1.01 mmol) was added, stirred for 6 h at 30° C. The progress of the reaction was monitored by TLC for completion. After completion of the reaction, the reaction mixture was acidified with 2N HCl, the resulting precipitate was filtered, washed thoroughly with water and dried over anhydrous CaCl2. The resulting product was purified by by recrystallization from ethanol to afford compound 6a as a pale yellow solid (365 mg, 92% yield).; mp 125-128° C. 1H NMR (CDCl3): δ 8.26 (d, 1H, J=4.1 Hz), 8.01 (d, 2H, J=8.3 Hz), 7.95 (d, 1H, J=15.8 Hz), 7.81 (d, 1H, J=8.3 Hz), 7.55 (d, 1H, J=16.1 Hz), 7.48 (q, 2H), 7.01-7.09 (m, 3H), 6.83 (q, 1H), 6.62 (s, 1H), 3.91 (s, 3H) 3.84 (s, 6H); ESI MS: 391 (M+1)+.

후처리

  1. additionwas added
  2. customAfter completion of the reaction
  3. filtrationthe resulting precipitate was filtered
  4. washwashed thoroughly with water
  5. dry with materialdried over anhydrous CaCl2
  6. customThe resulting product was purified by by recrystallization from ethanol

출처 및 근거

ORD 기록
ord-de5790abaf1441fdb0b0a6433e1ee128
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006451B1

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