Aniline → HCID 18626059, compound

HRID 1387559Notes

Reaction equation

C(Cl)(=O)C(Cl)=O.[F:7][C:8]1[CH:16]=[CH:15][C:14]([N+:17]([O-])=O)=[CH:13][C:9]=1[C:10]([OH:12])=O.CN(C=O)C.[NH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1>>[NH2:17][C:14]1[CH:15]=[CH:16][C:8]([F:7])=[C:9]([CH:13]=1)[C:10]([NH:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[O:12]

Participants

Reactant 4

HCID 6115Aniline

HCID 6228Dimethylformamide

HCID 65578Oxalyl chloride

HCID 2809972-Fluoro-5-nitrobenzoic acid

Product 1

HCID 18626059HCID 18626059, compoundYield 92.6%

Procedure

Prepared according to the procedure described for Example 1 using oxalyl chloride (3.0 mL, 34.39 mmol), 2-fluoro-5-nitrobenzoic acid (5.00 g, 27.01 mmol), DMF (1.0 mL, 12.92 mmol), and aniline (5.0 mL, 54.88 mmol) to afford the pure product (5.76 g); m.p. 120-122° C.

Workup

customPrepared

Sources & evidence

ORD record: ord-19def039b20d469bb3385c0a5362db4f
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06268387B1

Reaction notes

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