O,O-Dipyridin-2-yl carbonothioate → HCID 15480134, compound

HRID 1872778Notes

Reaction equation

HRID 1872778 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[N:7][C:6]=2[C:10]=1[CH3:11].C1C=C(O[C:19](OC2N=CC=CC=2)=[S:20])N=CC=1>ClCCl>[N:1]([C:2]1[CH:3]=[CH:4][C:5]2[O:9][CH:8]=[N:7][C:6]=2[C:10]=1[CH3:11])=[C:19]=[S:20]

Participants

4

Reactant 2

HCID 719784O,O-Dipyridin-2-yl carbonothioateHCID 15480133HCID 15480133, compound

Product 1

HCID 15480134HCID 15480134, compoundYield 89.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 5-amino-4-methylbenzoxazole (0.59 g, 3.98 mmol) in dichloromethane (100 mL) is treated with di-2-pyridyl thionocarbonate (1.02 g, 4.39 mmol). The mixture is stirred for two hours. The reaction mixture is concentrated under reduced pressure to yield a brown residue. This material is purified by chromatography (silica-gel, 20% ethyl acetate/hexanes) to afford 0.68 g of 5-isothiocyanato-4-methylbenzoxazole as a white solid.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customto yield a brown residue
  3. customThis material is purified by chromatography (silica-gel, 20% ethyl acetate/hexanes)

Sources & evidence

ORD record
ord-50c39f9608344ca0964a999969531b10
Source dataset
uspto-grants-2000_08
Patent number
US06110952

Reaction notes

Loading…