Dimethylformamide → HCID 16783862, compound

HRID 1859656Notes

Reaction equation

HRID 1859656 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=O)C.[F:26][C:27]1[CH:33]=[C:32]([F:34])[CH:31]=[CH:30][C:28]=1[NH2:29]>CCCCCC>[NH2:18][C:10]1[CH:11]=[C:12]([CH:16]=[CH:17][C:9]=1[O:8][CH3:7])[C:13]([NH:29][C:28]1[CH:30]=[CH:31][C:32]([F:34])=[CH:33][C:27]=1[F:26])=[O:15]

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 97092,4-DifluoroanilineHCID 65578Oxalyl chlorideHCID 666404-Methoxy-3-nitrobenzoic acid

Product 1

HCID 16783862HCID 16783862, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

Prepared according to the procedure described for Example 1 using oxalyl chloride (3.0 mL, 34.39 mmol), 4-methoxy-3-nitrobenzoic acid (5.00 g, 25.36 mmol), DMF (1.0 mL, 12.92 mmol), and 2,4-difluoroaniline (5.2 mL, 51.07 mmol) to afford the product (6.07 g), m.p. 166-168° C. after trituration in hexane.

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-7037378c55534f84bc4c2b42a691ae0a
Source dataset
uspto-grants-2003_03
Patent number
US06528528B2

Reaction notes

Loading…