Thiophosgene → HCID 19025453, compound

HRID 1033190Notes

Reaction equation

HRID 1033190 reaction equation
[C:1](Cl)(Cl)=[S:2].[CH2:5]([N:7]([CH2:17][CH3:18])[C:8]1[C:14]([F:15])=[CH:13][C:11]([NH2:12])=[C:10]([F:16])[CH:9]=1)[CH3:6].C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl.O>[CH2:17]([N:7]([CH2:5][CH3:6])[C:8]1[C:14]([F:15])=[CH:13][C:11]([N:12]=[C:1]=[S:2])=[C:10]([F:16])[CH:9]=1)[CH3:18]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 19025406HCID 19025406, compound

Product 1

HCID 19025453HCID 19025453, compoundYield 101.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

In a manner similar to Step A of Example 8, the reaction of 3.0 g (0.026 mole) of thiophosgene with 2.6 g (0.013 mole) of 4-diethylamino-2,5-difluoroaniline and 7.2 g (0.052 mole) of potassium carbonate in 100 ml of chloroform and 100 ml of water yielded 3.2 g of 4-diethylamino-2,5-difluorophenyl isothiocyanate. The nmr and ir spectra were consistent with the proposed structure.

Sources & evidence

ORD record
ord-149563fa953b4068b6a3755786d8ddde
Source dataset
uspto-grants-1994_05
Patent number
US05310724

Reaction notes

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