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Ethanol → 9-(5-Carboxypentyl)-1,3-dimethylxanthine

HRID 365065
ノート
印刷プレビュー

反応式

HRID 365065 の反応式
[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][NH:9][C:10]1[N:15]([CH3:16])[C:14](=[O:17])[N:13]([CH3:18])[C:12](=[O:19])[C:11]=1[NH:20][CH:21]=O)([OH:3])=[O:2].C(O)C>ClC1C=CC=CC=1Cl>[C:1]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH:21]=[N:20][C:11]2[C:12](=[O:19])[N:13]([CH3:18])[C:14](=[O:17])[N:15]([CH3:16])[C:10]1=2)([OH:3])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 702EthanolHCID 13337060HCID 13337060、化合物

生成物 1

HCID 133370619-(5-Carboxypentyl)-1,3-dimethylxanthine収率 66%

試薬・触媒・溶媒 1

HCID 72391,2-Dichlorobenzene溶媒

実験手順

9.3 Grams (0.03 mol) of the formamido derivative (IV) was suspended in 500 ml of o-dichlorobenzene and stirred at reflux under an inert atmosphere for 4 hours. It was cooled and the solvent removed on a rotary evaporator attached to a vacuum pump. The crystalline residue was partitioned between 200 ml of ether and 100 ml of 5% aqueous sodium bicarbonate solution. The aqueous phase was separated, washed with 100 ml of ether, and acidified to pH 3.2 with 5N HCl. The precipitate was recrystallized first from aqueous methanol, then from absolute ethanol to give 5.8 g (66% yield) of the xanthine (V) as fine white crystals, mp 177° C.

後処理

  1. temperatureat reflux under an inert atmosphere for 4 hours
  2. temperatureIt was cooled
  3. customthe solvent removed on a rotary evaporator
  4. customThe crystalline residue was partitioned between 200 ml of ether and 100 ml of 5% aqueous sodium bicarbonate solution
  5. customThe aqueous phase was separated
  6. washwashed with 100 ml of ether
  7. customThe precipitate was recrystallized first from aqueous methanol

出典と根拠

ORDレコード
ord-e9f1bd3f822a416584b333e6401f0764
出典データセット
uspto-grants-1986_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04608336

反応ノート

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