N-methyl-2-pyrrolidone → 3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene

HRID 1893114Notes

Reaction equation

HRID 1893114 reaction equation
F[C:2](F)([C:9](O)=O)[C:3](F)(F)[C:4](O)=O.F[C:14](F)(F)[C:15]1[CH:20]=[C:19](N=C=O)[CH:18]=[CH:17][C:16]=1[N:24]=C=O.C[N:30]1[C:34](=O)[CH2:33][CH2:32][CH2:31]1>>[C:16]1([C:15]2[CH2:14][CH2:19][CH2:20][CH2:15][CH2:16][CH2:17][CH2:17][CH2:18][CH2:19][CH:20]=2)[CH2:9][CH2:2][CH2:3][CH2:4][CH2:34][CH2:33][CH2:32][CH2:31][NH:30][N:24]=1

Participants

4

Reactant 3

HCID 13387N-methyl-2-pyrrolidoneHCID 678332,2,3,3-Tetrafluorobutanedioic acidHCID 87480503HCID 87480503, compound

Product 1

HCID 536302743-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene

Procedure

In a four-necked flask provided with a condenser and a nitrogen gas inlet, 1.0 mol of tetrafluorosuccinic acid and 1.0 mol of 2-trifluoromethyl-p-phenylene diisocyanate were mixed with NMP to give a solid content concentration of 20% by weight, and 0.01 mol of diazabicycloundecene was added as a catalyst to the mixture. The mixture was stirred in the flask and allowed to react at 120° C. for about four hours.

Workup

  1. customIn a four-necked flask provided with a condenser and a nitrogen gas inlet

Sources & evidence

ORD record
ord-7b38e900339844719b6616944bf4e7d3
Source dataset
uspto-grants-2013_08
Patent number
US08512898B2

Reaction notes

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