Thiophosgene → HCID 21508903, compound

HRID 1287486Notes

Reaction equation

HRID 1287486 reaction equation
[NH2:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[Ca+2].[C:14](Cl)(Cl)=[S:15].[Cl:18][C:19]1[C:20]([N:25]=[C:26]=[S:27])=[N:21][CH:22]=[CH:23][CH:24]=1>>[Cl:18][C:19]1[C:20]([N:25]=[C:26]=[S:27])=[N:21][CH:22]=[CH:23][CH:24]=1.[Cl:8][C:7]1[C:2]2=[N:1][C:26](=[S:27])[N:25]([C:20]3[C:19]([Cl:18])=[CH:24][CH:23]=[CH:22][N:21]=3)[C:14](=[S:15])[N:3]2[CH:4]=[CH:5][CH:6]=1

Participants

6

Reactant 4

HCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 6932672-Amino-3-chloropyridineHCID 215089073-Chloro-2-isothiocyanatopyridine

Product 2

HCID 21508903HCID 21508903, compoundHCID 215089073-Chloro-2-isothiocyanatopyridine

Procedure

Following the procedure of Example 5, 6.4 g. of 2-amino-3-chloropyridine, 11 g. of calcium carbonate and 6.3 g. of thiophosgene is converted into 3-chloro-2-pyridylisothiocyanate b.p. 86° C. at 0.25 mm. of Hg. Upon standing overnight, the freshly distilled 3-chloro-2-pyridylisothiocyanate solidifies affording 9-chloro-3-(3-chloro-2-pyridyl) pyrido (1,2-a) 1,3,5-triazine-2,4-dithione m.p. 120°-122° C.

Sources & evidence

ORD record
ord-c7fd10e895f747449a6adc057260ad95
Source dataset
uspto-grants-1976_10
Patent number
US03984549

Reaction notes

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