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

HRID 1372553

반응식

HRID 1372553 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c63ea0218692417f828739a318130ed8
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157601B2

연결된 노트

불러오는 중…