Triethylamine → 4H-3,1-Benzoxazin-4-one, 2,2'-(2-phenylethenylidene)bis-

HRID 620767ノート

反応式

HRID 620767 の反応式
[I-].ClC1C=CC=C[N+]=1C.O=[C:11]([NH:32][C:33]1[CH:41]=[CH:40][CH:39]=[CH:38][C:34]=1[C:35]([OH:37])=[O:36])[C:12](=[CH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]([NH:15][C:16]1[CH:24]=[CH:23][CH:22]=[CH:21][C:17]=1[C:18](O)=[O:19])=[O:14].C(N(CC)CC)C>C(Cl)Cl>[CH:29]1[CH:28]=[CH:27][C:26]([CH:25]=[C:12]([C:13]2[O:14][C:18](=[O:19])[C:17]3[C:16](=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:15]=2)[C:11]2[O:36][C:35](=[O:37])[C:34]3[C:33](=[CH:41][CH:40]=[CH:39][CH:38]=3)[N:32]=2)=[CH:31][CH:30]=1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 1670692-Chloro-1-methylpyridinium iodideHCID 3062455Benzoic acid, 2,2'-((1,3-dioxo-2-(phenylmethylene)-1,3-propanediyl)diimino)bis-

生成物 1

HCID 30638134H-3,1-Benzoxazin-4-one, 2,2'-(2-phenylethenylidene)bis-

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒3 回

反応条件

温度
40 °C

実験手順

Under nitrogen gas current, 2-chloro-N-methylpyridinium iodide (691 mg, 2.78 mmol) was suspensed in dry methylene chloride (5 ml) and a solution of Compound 11 (500 mg, 1.16 mmol) and dry triethylamine (0.76 ml, 5.57 mmol) in dry methylene chloride (5 ml) were added. The mixture was stirred at 40° C. for 3.5 hours. After the reaction, methylene chloride was added, and the mixture was washed with 1N.HCl, water, 4% NaHCO3 aqueous solution and water and dried over magnesium sulfate. The solvent was evaporated. The residue was crystallized rrcm isopropylether to give the desired compound 52 in crystal (410 mg, yield, 90%). m.p., IR, and NMR spectra of the product fully agreed with those of the one obtained in Example 19.

後処理

  1. additionwas added
  2. washthe mixture was washed with 1N
  3. dry with materialHCl, water, 4% NaHCO3 aqueous solution and water and dried over magnesium sulfate
  4. customThe solvent was evaporated
  5. customThe residue was crystallized rrcm isopropylether

出典と根拠

ORDレコード
ord-e8b9c8be6d674d00b5a19b089560c216
出典データセット
uspto-grants-1989_04
特許番号
US04822791

反応ノート

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