HRID224517

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID222

Ammonia gas

H3N

HCID7918

Acetic anhydride

C4H6O3

结构：CCn1c(C)c(C(=O)c2ccccc2C(=O)O)c2ccccc21

HCID3084978

Benzoic acid, 2-[(1-ethyl-2-methyl-1H-indol-3-yl)carbonyl]-

C19H17NO3

HCID20536960

未命名化合物

PRODUCTS

生成物

结构：CCn1c(C)c(C2(c3cc(-c4ccc5ccccc5c4C)c4ccccn34)OC(=O)c3ccccc32)c2ccccc21

HCID20536950

未命名化合物

AUXILIARIES

试剂、催化剂与溶剂

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

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.

WORKUP

后处理

temperatureThe resulting solution was cooled
customThe toluene layer was separated
customdried
additiontreated with charcoal
filtrationfiltered
additionPetroleum ether was added
customafter fractional precipitation a crystalline product
customwas obtained
customrecrystallized from a toluene-heptane mixture to a constant melting point of 191°-193° C

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-0e002ee84a934afaaaca5e2dd62aa110
来源数据集: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
专利: US04232887
来源说明: uspto-grants-1980_11

反应 SMILES

[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]