Water → 2-Isothiocyanato-3-phenylpyridine

HRID 1287485Notes

Reaction equation

HRID 1287485 reaction equation
[NH2:1][C:2]1[C:7]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:6][CH:5]=[CH:4][N:3]=1.C(=O)([O-])[O-].[Ca+2].O.[C:20](Cl)(Cl)=[S:21]>CCOCC>[C:8]1([C:7]2[C:2]([N:1]=[C:20]=[S:21])=[N:3][CH:4]=[CH:5][CH:6]=2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

6

Reactant 4

HCID 962WaterHCID 10040ThiophosgeneHCID 10112Calcium CarbonateHCID 27627953-Phenylpyridin-2-amine

Product 1

HCID 215089042-Isothiocyanato-3-phenylpyridine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

6 G. of 2-amino-3-phenylpyridine and 7.4 g. of calcium carbonate in 500 ml. of water is added to a solution of 2.9 ml. thiophosgene in 105 ml. of ether. The reaction mixture is stirred at room temperature for 3 hours and the ether layer is separated. The water layer is extracted with ether and the combined ether extracts dried and evaporated to dryness affording 3-phenyl-2-pyridylisothiocyanate. The residue from the evaporation is allowed to stand at room temperature for 3 days. The reaction mixture is then triturated with ether and filtered affording 9-phenyl-3-(3-phenyl-2-pyridyl) pyrido (1,2-a) 1,3,5-triazine-2,4-dithione m.p. 90°-92° C.

Workup

  1. customthe ether layer is separated
  2. extractionThe water layer is extracted with ether
  3. dry with materialthe combined ether extracts dried
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-10d1e4cac73343dc8e3f9a8ca2b27575
Source dataset
uspto-grants-1976_10
Patent number
US03984549

Reaction notes

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