Potassium Carbonate → HCID 69690148, compound

HRID 276002Notes

Reaction equation

C(=O)([O-])[O-].[K+].[K+].[C:7]([NH:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][C:23]=1[N+:24]([O-:26])=[O:25])[C:16]([O:18][CH2:19][CH3:20])=[O:17])(=[O:11])[CH2:8][CH2:9][CH3:10].[C:27]([C:29]1[CH:36]=[CH:35][CH:34]=[CH:33][C:30]=1[CH2:31]Br)#[N:28]>CN(C)C=O>[C:27]([C:29]1[CH:36]=[CH:35][CH:34]=[CH:33][C:30]=1[CH2:31][CH2:10][CH2:9][CH2:8][C:7]([NH:12][C:13]1[CH:14]=[C:15]([CH:21]=[CH:22][C:23]=1[N+:24]([O-:26])=[O:25])[C:16]([O:18][CH2:19][CH3:20])=[O:17])=[O:11])#[N:28]

Participants

Conditions

Temperature: 20 °C

Procedure

Potassium carbonate (296 mg) was added to a solution of 200 mg of ethyl 3-butyrylamino-4-nitrobenzoate and 154 mg of 2-cyanobenzyl bromide in N,N-dimethylformamide, and the mixture was stirred at 20° C. for 3 hours. The reaction mixture was extracted with ethyl acetate and with water. The organic layer was washed with water and with a sodium chloride aqueous solution, and was then dried over magnesium sulfate. The solvent was distilled off under reduced pressure to give 330 mg of yellow oil of ethyl 3-[N-(2-cyanobenzyl)butyrylamino]-4-nitrobenzoate.

Workup

extractionThe reaction mixture was extracted with ethyl acetate and with water
washThe organic layer was washed with water and with a sodium chloride aqueous solution
dry with materialwas then dried over magnesium sulfate
distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record: ord-38b62dfaa06b49488e45b98c167829eb
Source dataset: uspto-grants-2002_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06352985B1

Reaction notes

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