Potassium Carbonate → HCID 57387819, compound

HRID 2190509Notes

Reaction equation

HRID 2190509 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH:5]=[CH:6][CH:7]=1.F[C:17]1[CH:18]=[CH:19][C:20]([N+:25]([O-:27])=[O:26])=[C:21]([CH:24]=1)[NH:22][CH3:23].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:23][NH:22][C:21]1[CH:24]=[C:17]([CH:18]=[CH:19][C:20]=1[N+:25]([O-:27])=[O:26])[O:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 312485tert-butyl N-(3-hydroxyphenyl)carbamateHCID 229057745-fluoro-N-methyl-2-nitroaniline

Product 1

HCID 57387819HCID 57387819, compoundYield 120.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using tert-butyl (3-hydroxyphenyl)carbamate (11.0 g, 52.3 mmol) produced in Example C1(i), 5-fluoro-N-methyl-2-nitroaniline (8.58 g, 50.4 mmol), N,N-dimethylformamide (200 ml) and potassium carbonate (28.6 g, 207 mmol) as starting materials, and in the same manner as in Example C1(ii) except that the reaction temperature was set to 80° C., the title compound (21.8 g) was obtained as an orange syrup.

Workup

  1. customwas set to 80° C.

Sources & evidence

ORD record
ord-95dfe627d2bd4017a42e7e7837347c83
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

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