Methanol → HCID 178479469、化合物

HRID 2119026ノート

反応式

HRID 2119026 の反応式
[ClH:1].C([O:4][C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14]([C@H:16]1[CH2:21][CH2:20][C@H:19]([CH2:22][NH:23][C:24]([NH2:26])=[NH:25])[CH2:18][CH2:17]1)=[O:15])=[O:6])C.CO.[OH-].[Na+]>O>[ClH:1].[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[NH:13][C:14]([C@H:16]1[CH2:17][CH2:18][C@H:19]([CH2:22][NH:23][C:24]([NH2:26])=[NH:25])[CH2:20][CH2:21]1)=[O:15])([OH:6])=[O:4]

参加物

5

反応物 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 178468799HCID 178468799、化合物

生成物 1

HCID 178479469HCID 178479469、化合物収率 86.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
50 °C

実験手順

To N-(o-ethoxycarbonylphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (25.4 g, 0.063 mole) (which is prepared in the same manner as described in Example 1) is added methanol (130 ml), and the mixture is heated to 50° C., and thereto is added a solution of NaOH (7.16 g, 0.179 mole) in water (65 ml), and the mixture is stirred at 50°-60° C. for 45 minutes. The reaction mixture is ice-cooled, and the white precipitates are separated by filtration, suspended in methanol (100 ml) and dissolved by adding thereto 4N-hydrochloric acid (21 ml). After evaporation of the solvent under reduced pressure, the residue is recrystallized from water-methanol (4:1), and the crystals thus obtained are again recrystallized from water-methanol (3:1) to give N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride (19.3 g) as white crystals. The physical data of this compound are identical with those of N-(o-carboxyphenyl)-trans-4-guanidinomethylcyclohexanecarboxamide hydrochloride as obtained in Example 3.

後処理

  1. temperaturecooled
  2. customthe white precipitates
  3. customare separated by filtration
  4. dissolutiondissolved
  5. additionby adding
  6. customAfter evaporation of the solvent under reduced pressure
  7. customthe residue is recrystallized from water-methanol (4:1)
  8. customthe crystals thus obtained
  9. customare again recrystallized from water-methanol (3:1)

出典と根拠

ORDレコード
ord-3bd23d4ebfdb454cbc050bcb85d9e68a
出典データセット
uspto-grants-1987_07
特許番号
US04681895

反応ノート

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