Thiophosgene → HCID 56629527, compound

HRID 1287484Notes

Reaction equation

HRID 1287484 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH2:8])=[N:6][CH:7]=1.C(=O)([O-])[O-].[Ca+2].[C:14](Cl)(Cl)=[S:15].[Br:18][C:19]1[CH:20]=[CH:21][C:22]([N:25]=[C:26]=[S:27])=[N:23][CH:24]=1.[N-]=C=S>C(#N)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([CH:7]=1)[C:14](=[S:15])[N:25]([C:22]1[CH:21]=[CH:20][C:19]([Br:18])=[CH:24][N:23]=1)[C:26](=[S:27])[N:8]=2

Participants

7

Reactant 5

HCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 706222-Amino-5-bromopyridineHCID 10656300Pyridine, 5-bromo-2-isothiocyanato-HCID 178418790HCID 178418790, compound

Product 1

HCID 56629527HCID 56629527, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Following the procedures of Examples 1 and 2, 25.4 g. of 5-bromo-2-aminopyridine, 31 g. of calcium carbonate and 18.1 g. of thiophosgene is converted to 5-bromo-2-pyridylisothiocyanate with a b.p. of 105° C. at 0.5 mm. of Hg. 5 G. of the above freshly distilled isothiocyanate is dissolved in 50 ml. of acetonitrile and allowed to stand overnight at room temperature. The reaction mixture is filtered and the solid material washed with acetonitrile affording 7-bromo-3-(5-bromo-2-pyridyl) pyrido(1,2-a) 1,3,5-triazine 2,4-dithione m.p. 77° C.

Workup

  1. filtrationThe reaction mixture is filtered
  2. washthe solid material washed with acetonitrile

Sources & evidence

ORD record
ord-b8f6e3f298664a2abbd2b858dba01c25
Source dataset
uspto-grants-1976_10
Patent number
US03984549

Reaction notes

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