Water → 1,5-Bis[4-[n-[4,6-bis(n-octylamino)-1,3,5-triazin-2-yl]amino]phenoxy]pentane

HRID 1372553

反応式

HRID 1372553 の反応式
[N:1]1[C:8](Cl)=[N:7][C:5](Cl)=[N:4][C:2]=1Cl.[NH2:10][C:11]1[CH:30]=[CH:29][C:14]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][O:21][C:22]2[CH:27]=[CH:26][C:25]([NH2:28])=[CH:24][CH:23]=2)=[CH:13][CH:12]=1.[CH2:31]([NH2:39])[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38].O>O1CCCC1>[CH2:31]([NH:39][C:2]1[N:4]=[C:5]([NH:39][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[N:7]=[C:8]([NH:28][C:25]2[CH:24]=[CH:23][C:22]([O:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][O:15][C:14]3[CH:13]=[CH:12][C:11]([NH:10][C:2]4[N:4]=[C:5]([NH:39][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[N:7]=[C:8]([NH:39][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38])[N:1]=4)=[CH:30][CH:29]=3)=[CH:27][CH:26]=2)[N:1]=1)[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH3:38]

参加物

6

反応物 4

HCID 962WaterHCID 7954Cyanuric chlorideHCID 8143OctylamineHCID 141731,5-Bis(p-aminophenoxy)pentane

生成物 1

HCID 220154291,5-Bis[4-[n-[4,6-bis(n-octylamino)-1,3,5-triazin-2-yl]amino]phenoxy]pentane収率 45.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of cyanuric chloride (6.44 grams, 34.9 mmol; obtained from Aldrich Chemical Co.) in dry tetrahydrofuran (50 milliliters) was added dropwise to a solution of 1,5-bis(4-aminophenoxy)pentane (5.00 grams, 17.46 mmol; prepared as described in Part B of Example VIII) in dry tetrahydrofuran (100 milliliters) at −78° C. The mixture was stirred and allowed to warm up to room temperature for 2 hours. Octylamine (23.0 milliliters, 139 mmol; obtained from Aldrich Chemical Co.) was then added and the mixture was stirred at reflux for 3 hours. The mixture was cooled to room temperature, water was added, and the resulting gummy precipitate (like glue) was filtered. The precipitate was dissolved in chloroform and filtered over silica gel. The volatiles were removed under reduced pressure to afford 1,5-Bis[4-[N-[4,6-bis(N-octylamino)-1,3,5-triazin-2-yl]amino]phenoxy]pentane (7.51 grams, 7.88 mmol, 45 percent yield) as a white solid: IR (KBr) 3410, 3279, 2926, 2855, 1575, 1506, 1423, 1369, 1230, 1031, 810 cm−1.

後処理

  1. stirringthe mixture was stirred
  2. temperatureat reflux for 3 hours
  3. temperatureThe mixture was cooled to room temperature
  4. filtrationthe resulting gummy precipitate (like glue) was filtered
  5. dissolutionThe precipitate was dissolved in chloroform
  6. filtrationfiltered over silica gel
  7. customThe volatiles were removed under reduced pressure

出典と根拠

ORDレコード
ord-c63ea0218692417f828739a318130ed8
出典データセット
uspto-grants-2007_01
特許番号
US07157601B2

関連ノート

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