Triphenylphosphine → N-[4-(1,3,10-trioxo-1,4,5,6,10,10a-hexahydro-acenaphtho[1,8a-c]pyrrol-2-yl)-butyl]-3-pyridin-3-yl-acrylamide

HRID 458872Notes

Reaction equation

HRID 458872 reaction equation
O[CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:16])[CH:8]=[CH:9][C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.[CH:36]12[C:50](=[O:51])[NH:49][C:48](=[O:52])[C:46]31[C:47]1[C:38](=[CH:39][CH:40]=[CH:41][C:42]=1[CH2:43][CH2:44][CH2:45]3)[C:37]2=O.C([O:56]C(N=NC(OCC)=O)=O)C>C1COCC1>[O:52]=[C:48]1[N:49]([CH2:2][CH2:3][CH2:4][CH2:5][NH:6][C:7](=[O:16])[CH:8]=[CH:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[C:50](=[O:51])[CH:36]2[CH2:37][C:38]3[CH2:39][CH2:40][CH:41]=[C:42]4[C:47]=3[C:46]12[C:45](=[O:56])[CH:44]=[CH:43]4

Participants

6

Reactant 4

HCID 11776TriphenylphosphineHCID 220568ethyl N-ethoxycarbonyliminocarbamateHCID 5985485,6-Dihydro-1H,4H-acenaphtho(1,8a-c)pyrrole-1,3,10(2H,10aH)-trioneHCID 53817888N-(4-hydroxybutyl)-3-pyridin-3-yl-acrylamide

Product 1

HCID 68504233N-[4-(1,3,10-trioxo-1,4,5,6,10,10a-hexahydro-acenaphtho[1,8a-c]pyrrol-2-yl)-butyl]-3-pyridin-3-yl-acrylamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Batch size: 4.4 g (20.0 mmol) N-(4-hydroxy-butyl)-3-pyridin-3-yl-acrylamide, 5.2 g (19.8 mmol) triphenylphosphine, 4.8 g (19.9 mmol) 7,8-dihydroacenaphthen-2(6H)-on-1,8a-dicarboximide and 3.5 g (20.0 mmol) azodicarboxylic acid diethyl ester in 65 ml THF.

Sources & evidence

ORD record
ord-2d12e378d23a4ac486b87f5415a84974
Source dataset
uspto-grants-2007_03
Patent number
US07192967B1

Reaction notes

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