Pyridine → HCID 178451296, compound

HRID 1836084Notes

Reaction equation

HRID 1836084 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. Left. 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 0.5 N HCl then dried over anhydrous MgSO4, followed by evaporation of the solvent to give the product.

Workup

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

Sources & evidence

ORD record
ord-2491abfcf3cf4642b7d752b441c34b98
Source dataset
uspto-grants-2004_08
Patent number
US06777387B2

Reaction notes

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