Hydrochloric Acid → HCID 123771552、化合物

HRID 1470526ノート

反応式

HRID 1470526 の反応式
[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

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 143453',4',5'-TrimethoxyacetophenoneHCID 13983610HCID 13983610、化合物

生成物 1

HCID 123771552HCID 123771552、化合物収率 92.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
30 °C

実験手順

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)+.

後処理

  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

出典と根拠

ORDレコード
ord-de5790abaf1441fdb0b0a6433e1ee128
出典データセット
uspto-grants-2015_04
特許番号
US09006451B1

反応ノート

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