Thiophosgene → HCID 19025396, compound

HRID 1030992Notes

Reaction equation

HRID 1030992 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:6]=[C:7]([Cl:14])[C:8]=1[N:9]([CH2:12][CH3:13])[CH2:10][CH3:11])[NH2:5].[C:15](Cl)(Cl)=[S:16].C(=O)([O-])[O-].[K+].[K+]>O.C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:3]=[C:4]([N:5]=[C:15]=[S:16])[CH:6]=[C:7]([Cl:14])[C:8]=1[N:9]([CH2:12][CH3:13])[CH2:10][CH3:11]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 18324628HCID 18324628, compound

Product 1

HCID 19025396HCID 19025396, compoundYield 97.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

Following procedures similar to those employed in Step A of Example 8, the reaction of 1.9 g (0.0082 mole) of 3,5-dichloro-4-diethylaminoaniline with 1.88 g (0.0163 mole) of thiophosgene and 5.0 g (0.036 mole) of potassium carbonate in 20 ml of water and 100 ml of chloroform yielded 2.2 g of 3,5-dichloro-4-diethylaminophenyl isothiocyanate as an oil. The ir spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-1b19d480cd6d462e8cbbb9a37aa96661
Source dataset
uspto-grants-1992_04
Patent number
US05108486

Reaction notes

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