Iodine → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamide

HRID 2072471ノート

反応式

HRID 2072471 の反応式
[NH:1]([C:8]1([C:14]([NH2:16])=[O:15])[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[CH2:18][C:19]1[CH2:28][CH2:27][C:26]2[C:21](=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:20]=1.C(=O)([O-])[O-].[Na+].[Na+].II>C1(C)C=CC=CC=1.C(Cl)Cl>[CH:20]1[C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:27][CH2:28][C:19]=1[CH2:18][N:11]1[CH2:10][CH2:9][C:8]([NH:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)([C:14]([NH2:16])=[O:15])[CH2:13][CH2:12]1

参加物

7

反応物 4

HCID 807IodineHCID 10340Sodium CarbonateHCID 964284-Anilinopiperidine-4-carboxamideHCID 127714333-(Chloromethyl)-1,2-dihydronaphthalene

生成物 1

HCID 214082231-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotamide

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 6344Dichloromethane溶媒

実験手順

A mixture of 4-anilino isonipecotamide (5.5 g), 3,4-dihydro-2-chloromethylnaphthalene (4.0 g), and powdered sodium carbonate (3.5 g) in toluene (200 ml) containing several crystals of iodine is refluxed for 14 hours with vigorous stirring under nitrogen. The reaction mixture is then cooled, diluted with methylene chloride (100 ml), and filtered. The filtrate is concentrated and the crude product triturated with ethyl acetate (100 ml) to give the title compound.

後処理

  1. temperatureis refluxed for 14 hours
  2. temperatureThe reaction mixture is then cooled
  3. filtrationfiltered
  4. concentrationThe filtrate is concentrated
  5. customthe crude product triturated with ethyl acetate (100 ml)

出典と根拠

ORDレコード
ord-489e56ecdefa4457972d39fdb2be6887
出典データセット
uspto-grants-1977_09
特許番号
US04051248

反応ノート

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