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Imidazole → N-Cyclododecylperylene-3,4-dicarboximide

HRID 266603
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HRID 266603 반응식
C1C2=C3C(C4C5C(=CC=CC2=5)C=CC=4)=CC=C2C(OC(=O)C(=C23)C=1)=O.C1(N)CCCCCCCCCCC1.N1C=CN=C1.[CH2:44]([CH:50]([N:57]1[C:79](=[O:80])[C:76]2[C:77]3[C:78]4[C:73](=[CH:74][CH:75]=2)[C:72]2[C:81]5[C:68]([CH:69]=[CH:70][CH:71]=2)=[CH:67][CH:66]=[CH:65][C:64]=5[C:63]=4[CH:62]=[CH:61][C:60]=3[C:58]1=[O:59])[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55]C)[CH2:45][CH2:46][CH2:47][CH2:48][CH3:49]>C(Cl)(Cl)Cl>[CH:50]1([N:57]2[C:58](=[O:59])[C:60]3[C:77]4[C:78]5[C:63](=[CH:62][CH:61]=3)[C:64]3[C:81]6[C:68]([CH:67]=[CH:66][CH:65]=3)=[CH:69][CH:70]=[CH:71][C:72]=6[C:73]=5[CH:74]=[CH:75][C:76]=4[C:79]2=[O:80])[CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:49][CH2:48][CH2:47][CH2:46][CH2:45][CH2:44]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 795ImidazoleHCID 2897CyclododecanamineHCID 11443487N-(1-Hexylheptyl)perylene-3,4-dicarboximideHCID 11759069Perylene-3,4-dicarboxylic anhydride

생성물 1

HCID 19033238N-Cyclododecylperylene-3,4-dicarboximide

시약·촉매·용매 1

HCID 6212
Chloroform
용매

실험 절차

190 mg (0.56 mmol) of perylene-3,4-dicarboxylic anhydride are reacted with 140 mg (1.28 mmol) of cyclododecylamine and 2.0 g of imidazole under an argon inert atmosphere as in 2c, and the reaction product is worked up. After chromatography on silica gel using chloroform, it is recrystallized by extraction with toluene. Yield 190 mg (66%), m.p. 285° C., Rf (CHCl3 /silica gel)=0.58. UV (CHCl3): λmax (ε): 454 (shoulder, 19085), 484 (32630), 507 (32015). Fluorescence (CHCl3, exc. 584 nm) λmax (Irel)=538 (1), 572 (sh, 0.44).

후처리

  1. customis recrystallized by extraction with toluene

출처 및 근거

ORD 기록
ord-03b934d9077a4d16a7cfc0328aa65356
출처 데이터셋
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05650513

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