Water → 1-Methyl-N3-[5-hydroxypentyl]-N5-[3-[3-[(dimethylamino) methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine

HRID 35063ノート

反応式

HRID 35063 の反応式
[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]([CH3:21])[CH3:20])[CH:13]=2)=[N:5][C:4]([NH2:22])=[N:3]1.[OH:23][CH2:24][CH2:25][CH2:26][CH2:27][CH:28]=O.[BH4-].[Na+].O>C(O)C>[CH3:1][N:2]1[C:6]([NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([CH2:18][N:19]([CH3:21])[CH3:20])[CH:13]=2)=[N:5][C:4]([NH:22][CH2:28][CH2:27][CH2:26][CH2:25][CH2:24][OH:23])=[N:3]1

参加物

6

反応物 4

HCID 962WaterHCID 202055-HydroxypentanalHCID 4311764Sodium borohydrideHCID 137898531-Methyl-N5-[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine

生成物 1

HCID 543486491-Methyl-N3-[5-hydroxypentyl]-N5-[3-[3-[(dimethylamino) methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1-Methyl-N5 -[3-[3-[(dimethylamino)methyl]phenoxy]propyl]-1H-1,2,4-triazole-3,5-diamine (1.0 g) and 5-hydroxypentanal (1.9 ml) were heated at reflux in ethanol (30 ml) for 5 h. The solution was cooled at 5° and treated with sodium borohydride (0.76 g). The resulting suspension was stirred at room temperature for 16 h, treated with water and reduced in volume in vacuo. The aqueous solution was extracted with ethyl acetate, and the organic extracts were distilled to give the title compound as a pale yellow oil (0.47 g) b.p. 250°/0.5 mm. TLC silica; ethyl acetate:isopropanol:water: 0.88 ammonia 25:15:8:2, Rf 0.6.

後処理

  1. temperatureThe solution was cooled at 5°
  2. extractionThe aqueous solution was extracted with ethyl acetate
  3. distillationthe organic extracts were distilled

出典と根拠

ORDレコード
ord-ae19099e29f3404088181b5775aa7290
出典データセット
uspto-grants-1988_08
特許番号
US04764612

反応ノート

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