Triphenylphosphine → 8-(2,6-Dichlorobenzoylamino)-4-[(triphenylphosphoranylidene)amino]quinoline

HRID 613575Notes

Reaction equation

[N:1]([C:4]1[C:13]2[C:8](=[C:9]([NH:14][C:15](=[O:24])[C:16]3[C:21]([Cl:22])=[CH:20][CH:19]=[CH:18][C:17]=3[Cl:23])[CH:10]=[CH:11][CH:12]=2)[N:7]=[CH:6][CH:5]=1)=[N+]=[N-].[C:25]1([P:31]([C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=2)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>C(OCC)(=O)C>[Cl:23][C:17]1[CH:18]=[CH:19][CH:20]=[C:21]([Cl:22])[C:16]=1[C:15]([NH:14][C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:8]=1[N:7]=[CH:6][CH:5]=[C:4]2[N:1]=[P:31]([C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1)([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1)=[O:24]

Participants

Conditions

Temperature: 45 °C

Procedure

To a suspension of 4-azido-8-(2,6-dichlorobenzoylamino)quinoline (518 mg) in ethyl acetate (5 ml) was added triphenylphosphine (383 mg), and the mixture was stirred for 3 hours at 45° C. The resulting precipitates were collected by filtration, and the residue was recrystallized from ethanol to give 8-(2,6-dichlorobenzoylamino)-4-[(triphenylphosphoranylidene)amino]quinoline (846 mg) as white crystal.

Workup

customThe resulting precipitates
filtrationwere collected by filtration
customthe residue was recrystallized from ethanol

Sources & evidence

ORD record: ord-0bf0af75524a4590bcaf192a9e4a8fd3
Source dataset: uspto-grants-1999_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06008230

Reaction notes

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