Thiophosgene → HCID 21487065, compound

HRID 1033199Notes

Reaction equation

HRID 1033199 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:11][CH3:12])[CH2:9][CH3:10])=[N:6][CH:7]=1.[C:13](Cl)(Cl)=[S:14].C(=O)([O-])[O-].[K+].[K+]>O.C(Cl)(Cl)Cl>[CH2:9]([N:8]([CH2:11][CH3:12])[C:5]1[CH:4]=[CH:3][C:2]([N:1]=[C:13]=[S:14])=[CH:7][N:6]=1)[CH3:10]

Participants

6

Reactant 3

HCID 10040ThiophosgeneHCID 11430Potassium CarbonateHCID 11788486N2,N2-Diethylpyridine-2,5-diamine

Product 1

HCID 21487065HCID 21487065, compoundYield 19.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6212ChloroformSolvent

Procedure

Using procedures similar to those employed in Step A of Example 8, the reaction of i5.9 g (0.096 mole of 5-amino-2-diethylaminopyridine with 22.2 g (0.193 mole) of thiophosgene and 5.0 g (0.036 mole) of potassium carbonate in 50 ml of water and 150 ml of chloroform yielded 3.8 g of (2-diethylaminopyridin-5-yl) isothiocyanate as a solid. The nmr spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-7483503acfaa418a8d926c988b1cf750
Source dataset
uspto-grants-1994_05
Patent number
US05310724

Reaction notes

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