2-Fluorobenzoic acid → HCID 23085749, compound

HRID 2243102Notes

Reaction equation

HRID 2243102 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([NH2:10])=[C:6]([NH2:11])[CH:5]=1)([O-:3])=[O:2].[F:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15](O)=O.[K+].[Br-]>C1(C)C=CC=CC=1.C(OCC)(=O)C>[F:12][C:13]1[CH:21]=[CH:20][CH:19]=[CH:18][C:14]=1[C:15]1[NH:11][C:6]2[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][C:7]=2[N:10]=1

Participants

5

Reactant 3

HCID 99352-Fluorobenzoic acidHCID 253877Potassium BromideHCID 51117914-Nitro-1,2-phenylenediamine

Product 1

HCID 23085749HCID 23085749, compoundYield 15%

Reagents, catalysts & solvents 1

HCID 21584019Toluene ethylacetateSolvent

Procedure

Prepared from 4-nitrophenylenediamine and 2-fluorobenzoic acid, in a manner similar to that of Example 31b. Yield: 15%; Rf (7/3 toluene/ethyl acetate): 0.55; IR (KBr): 2996, 1625, 1520, 1479, 1340 cm−1; 1H-NMR (d6-DMSO) 8.5-8.0 (m, 3H); 7.2-7.9 (m, 4H).

Sources & evidence

ORD record
ord-03df7ff84f9c468785517af7abe982f4
Source dataset
uspto-grants-2010_03
Patent number
US07674809B2

Reaction notes

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