Dimethylformamide → HCID 16781168, compound

HRID 1387500Notes

Reaction equation

C(Cl)(=O)C(Cl)=O.[CH3:7][O:8][C:9]1[CH:17]=[CH:16][C:12]([C:13]([OH:15])=O)=[CH:11][C:10]=1[N+:18]([O-])=O.CN(C)C=O.[F:26][C:27]1[CH:33]=[CH:32][C:30]([NH2:31])=[CH:29][CH:28]=1>>[NH2:18][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:9]=1[O:8][CH3:7])[C:13]([NH:31][C:30]1[CH:32]=[CH:33][C:27]([F:26])=[CH:28][CH:29]=1)=[O:15]

Participants

Reactant 4

HCID 6228Dimethylformamide

HCID 97314-Fluoroaniline

HCID 65578Oxalyl chloride

HCID 666404-Methoxy-3-nitrobenzoic acid

Product 1

HCID 16781168HCID 16781168, compoundYield 67.4%

Procedure

Prepared according to the procedure described for Example 7 using oxalyl chloride (3.0 mL, 34.39 mmol), 4-methoxy-3-nitrobenzoic acid (5.00 g, 25.36 mmol), dimethylformamide (0.5 mL, 6.5 mmol), and 4-fluroaniline (5.0 mL, 52.78 mmol) to afford the product (4.45 g); m.p. 164-167° C.

Workup

customPrepared

Sources & evidence

ORD record: ord-90fc30e0b90b453a914b99d3de3c4829
Source dataset: uspto-grants-2001_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06268387B1

Reaction notes

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