Potassium Carbonate → HCID 20264385, compound

HRID 463607Notes

Reaction equation

[CH3:1][C:2]([NH:4][C:5]1[CH:10]=[C:9](F)[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])=[O:3].[F:15][C:16]([F:25])([F:24])[C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:1][C:2]([NH:4][C:5]1[CH:10]=[C:9]([O:23][C:20]2[CH:21]=[CH:22][C:17]([C:16]([F:15])([F:24])[F:25])=[CH:18][CH:19]=2)[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13])=[O:3]

Participants

Reactant 3

HCID 11430Potassium Carbonate

HCID 678744-(Trifluoromethyl)phenol

HCID 16641156N-(5-Fluoro-2-nitrophenyl)acetamide

Product 1

HCID 20264385HCID 20264385, compound

Procedure

Following the procedure of Example 4, N-methylcarbonyl 2-nitro-5-fluoroaniline (3.1 g, 15.4 mmol), 4-trifluoromethylphenol (2.5 g, 15.4 mmol) and potassium carbonate (4.3 g, 31.0 mmol) are reacted together to give N-methylcarbonyl 2-nitro-5-(4-trifluoromethylphenoxy)aniline, 4.0 g of which is then reacted with 20% hydrochloric acid (~50 ml) to give 2-nitro-5-(4-trifluoromethylphenoxy)aniline. 2-Nitro-5-(4-trifluoromethylphenoxy)aniline (2.0 g, 6.7 mmol) is reacted with potassium hydroxide (0.4 g, 7.0 mmol) and sodium hypochlorite (19 ml of 5.2% solution, 1.0 g, 13.4 mmol) to yield 5-(4-trifluormethylphenoxy)benzo-2,1,3-oxadiazole N-oxide, m.p. 40°-42°.

Workup

customare reacted together

Sources & evidence

ORD record: ord-9c8582e529b24dc8af5f36db1f68b8f6
Source dataset: uspto-grants-1985_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04544400

Reaction notes

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