Acetic Anhydride → 4-[N-Acetyl-N-(2-trifluoroacetylamino-ethyl)-amino]-nitrobenzene

HRID 1373115Notes

Reaction equation

[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][CH2:6][CH2:7][NH:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)=[O:4].[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(O)(=O)C>[C:20]([N:8]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=1)[CH2:7][CH2:6][NH:5][C:3](=[O:4])[C:2]([F:18])([F:19])[F:1])(=[O:22])[CH3:21]

Participants

Conditions

Temperature: 80 °C

Procedure

0.6 g (2.1 mmol) of 4-(2-trifluoroacetylamino-ethylamino)-nitrobenzene are dissolved in 10 ml of glacial acetic acid and after the addition of 2 ml (21.2 mmol) of acetic acid anhydride stirred for 5 hours at 80° C. and overnight at ambient temperature. The solvent is distilled off, the residue is made alkaline with sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic extracts are dried and evaporated down.

Workup

distillationThe solvent is distilled off
extractionextracted with ethyl acetate
customThe combined organic extracts are dried
customevaporated down

Sources & evidence

ORD record: ord-1a3a71eabfc24cf79a95a1971ddc4fb0
Source dataset: uspto-grants-2007_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07160901B2

Reaction notes

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