2-Fluorobenzonitrile → HCID 10541803, compound

HRID 974804Notes

Reaction equation

HRID 974804 reaction equation
Cl.[F:2][C:3]([F:13])([F:12])[C:4]1[CH:9]=[CH:8][C:7]([SH:10])=[C:6]([NH2:11])[CH:5]=1.F[C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[C:17]#[N:18]>CN(C=O)C>[F:13][C:3]([F:2])([F:12])[C:4]1[CH:9]=[CH:8][C:7]([S:10][C:15]2[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=2[C:17]#[N:18])=[C:6]([NH2:11])[CH:5]=1

Participants

4

Reactant 2

HCID 678552-FluorobenzonitrileHCID 27346782-Amino-4-(trifluoromethyl)benzenethiol hydrochloride

Product 1

HCID 10541803HCID 10541803, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

Using a procedure analagous to that of Example 3, 4-trifluoromethyl-2-aminothiophenol hydrochloride (11.48 g, 50 mmol) was combined with 2-fluorobenzonitrile in DMF as solvent (100 ml) to give crude 2-(4-trifluoromethyl-2-aminophenylthio) benzonitrile (6.84 g). Hydrolysis and subsequent condensation gave the title compound as off-white crystals from ethanol (1.1 g, m.p. 233°-235° C., Rf 0.21, CH2Cl2 /MeOH 50:1).

Sources & evidence

ORD record
ord-ad25b89aec5245c59bb31172e9e04c97
Source dataset
uspto-grants-1997_03
Patent number
US05607929

Reaction notes

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