Pyridine → HCID 178451296, compound

HRID 353677Notes

Reaction equation

HRID 353677 reaction equation
[C:1]([CH:8]([NH2:14])[CH2:9][O:10][CH2:11][CH2:12][OH:13])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].C1C=C([O:21][C:22](OC2N=CC=CC=2)=[S:23])N=CC=1.[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>C(Cl)(Cl)Cl>[N:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[SH:23]=[C:22]([O:13][CH2:12][CH2:11][O:10][CH2:9][CH:8]([NH2:14])[C:1]([O:3][C:4]([CH3:6])([CH3:7])[CH3:5])=[O:2])[OH:21]

Participants

5

Reactant 3

HCID 1049PyridineHCID 719784O,O-Dipyridin-2-yl carbonothioate2×HCID 57357491HCID 57357491, compound

Product 1

HCID 178451296HCID 178451296, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A mixture of 2 (1.0 g, 4.88 mmol), di-2-pyridyl thionocarbonate prepared as described by Kim, S., et al., “Di-2-pyridyl Thionocarbonate. A New Reagent For The Preparation Of Isothiocyanates And Carbodiimides,” Tet. Lett. 1985, 26, 1661-1664, the contents of which are incorporated herein by reference, (17, 1.36 g, 5.86 mmol), and anhydrous pyridine (474 mg, 6.0 mmol) in anhydrous chloroform (25 mL) is stirred for 3 hours at room temperature. The reaction mixture is washed with 0.5N HCl then dried over anhydrous MgSO4, followed by evaporation of the solvent to give the product.

Workup

  1. customprepared
  2. washThe reaction mixture is washed with 0.5N HCl
  3. dry with materialthen dried over anhydrous MgSO4
  4. customfollowed by evaporation of the solvent
  5. customto give the product

Sources & evidence

ORD record
ord-3949286820604d00ae363aebd1c7218d
Source dataset
uspto-grants-2004_06
Patent number
US06756037B2

Reaction notes

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