Ammonia → 3-(1-Ethyl-2-methylindol-3-yl)-3-(1-methyl-2-naphthylindolizin-3-yl)phthalide

HRID 1680695ノート

反応式

HRID 1680695 の反応式
[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[C:20](O)=[O:21])=[O:13])=[C:4]1[CH3:23])[CH3:2].C[C:25]1[C:26]([C:34]2[CH:43]=[CH:42][C:41]3[C:36](=[CH:37][CH:38]=[CH:39][CH:40]=3)C=2)=[CH:27][N:28]2[C:33]=1[CH:32]=[CH:31][CH:30]=[CH:29]2.C(O[C:48](=O)[CH3:49])(=O)C.N>C1(C)C=CC=CC=1>[CH2:1]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([C:12]2([C:33]3[N:28]4[C:27]([CH:32]=[CH:31][CH:30]=[CH:29]4)=[C:26]([C:34]4[CH:43]=[CH:42][C:41]5[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=5)[C:48]=4[CH3:49])[CH:25]=3)[C:14]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:20](=[O:21])[O:13]2)=[C:4]1[CH3:23])[CH3:2]

参加物

6

反応物 4

HCID 222AmmoniaHCID 7918Acetic AnhydrideHCID 3084978Benzoic acid, 2-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]-HCID 205369601-Methyl-2-(2-naphthyl) indolizine

生成物 1

HCID 205369503-(1-Ethyl-2-methylindol-3-yl)-3-(1-methyl-2-naphthylindolizin-3-yl)phthalide

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of 3.0 grams of (1-ethyl-2-methylindol-3-yl) (2-carboxyphenyl)ketone, 2.5 grams of 1-methyl-2-(2-naphthyl) indolizine and 10 ml. of acetic anhydride was heated at 39° C. for about two hours. The resulting solution was cooled and added to a mixture of ice, toluene and ammonia. The toluene layer was separated, dried, treated with charcoal and filtered. Petroleum ether was added and after fractional precipitation a crystalline product was obtained and recrystallized from a toluene-heptane mixture to a constant melting point of 191°-193° C. A chloroform solution of this final product gave a blue color when applied to a record sheet material coated with a zinc-modified phenolic resin.

後処理

  1. temperatureThe resulting solution was cooled
  2. customThe toluene layer was separated
  3. customdried
  4. additiontreated with charcoal
  5. filtrationfiltered
  6. additionPetroleum ether was added
  7. customafter fractional precipitation a crystalline product
  8. customwas obtained
  9. customrecrystallized from a toluene-heptane mixture to a constant melting point of 191°-193° C

出典と根拠

ORDレコード
ord-e7e470a3ad554fc4b140a17b75d1d87e
出典データセット
uspto-grants-1981_06
特許番号
US04275206

反応ノート

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