Pyridine → HCID 178479470、化合物

HRID 2119024

反応式

HRID 2119024 の反応式
[ClH:1].[NH:2]([CH2:6][C@H:7]1[CH2:12][CH2:11][C@H:10]([C:13]([OH:15])=O)[CH2:9][CH2:8]1)[C:3]([NH2:5])=[NH:4].[C:16]([O:25][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)(=[O:24])[C:17]1[C:18](=[CH:20][CH:21]=[CH:22][CH:23]=1)[NH2:19].N1C=CC=CC=1.C1(N=C=NC2CCCCC2)CCCCC1>O>[ClH:1].[CH2:26]([O:25][C:16]([C:17]1[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=1[NH:19][C:13]([C@H:10]1[CH2:9][CH2:8][C@H:7]([CH2:6][NH:2][C:3]([NH2:5])=[NH:4])[CH2:12][CH2:11]1)=[O:15])=[O:24])[C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 10868DicyclohexylcarbodiimideHCID 522771Benzyl anthranilateHCID 178479474HCID 178479474、化合物

生成物 1

HCID 178479470HCID 178479470、化合物収率 55.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Trans-4-guanidinomethylcyclohexanecarboxylic acid hydrochloride (3.0 g, 0.013 mole) (which is prepared by the method as disclosed in Japanese Patent First Publication No. 19694/1977, C.A., 87, 53269x) and benzyl anthranilate (3.4 g, 0.015 mole) are added to pyridine (25 ml), and thereto is added dicyclohexylcarbodiimide (3.1 g, 0.015 mole), and the mixture is stirred at room temperature for 72 hours. After the completion of the reaction, water (10 ml) is added to the reaction mixture, and the mixture is stirred for 30 minutes, and the undissolved materials are filtered off. The filtrate is concentrated to driness. The resulting residue is washed with ethyl acetate (100 ml) and recrystallized from water to give N-(o-benzyloxycarbonylphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (3.2 g) as white crystals. m.p. 93°-95° C.

後処理

  1. additionis added to the reaction mixture
  2. stirringthe mixture is stirred for 30 minutes
  3. filtrationthe undissolved materials are filtered off
  4. concentrationThe filtrate is concentrated to driness
  5. washThe resulting residue is washed with ethyl acetate (100 ml)
  6. customrecrystallized from water

出典と根拠

ORDレコード
ord-7b8dfbee549848a09ab367860088d6cc
出典データセット
uspto-grants-1987_07
特許番号
US04681895

関連ノート

読み込み中…