Phenyl Isothiocyanate → HCID 178480032, compound

HRID 1925167Notes

Reaction equation

HRID 1925167 reaction equation
[NH:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12](=[O:16])[N:13]([CH3:15])[CH:14]=2)=[CH:5][CH:4]=1)[NH2:2].N(C1C=CC=CC=1)=[C:18]=[S:19]>CN1C(=O)CCC1.ClC1C=CC=C(Cl)C=1>[NH:1]([C:3]1[N:8]=[CH:7][C:6]([C:9]2[CH:10]=[CH:11][C:12](=[O:16])[N:13]([CH3:15])[CH:14]=2)=[CH:5][CH:4]=1)[NH2:2].[SH:19][C:18]1[N:8]2[CH:7]=[C:6]([C:9]3[CH:10]=[CH:11][C:12](=[O:16])[N:13]([CH3:15])[CH:14]=3)[CH:5]=[CH:4][C:3]2=[N:1][N:2]=1

Participants

5

Reactant 2

HCID 7673Phenyl IsothiocyanateHCID 59233289HCID 59233289, compound

Product 2

HCID 59233289HCID 59233289, compoundHCID 178480032HCID 178480032, compoundYield 86.3%

Reagents, catalysts & solvents 1

HCID 86639823HCID 86639823, compoundSolvent

Conditions

Temperature
160 °C

Procedure

5-(3-mercapto-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1-methylpyridin-2(]H)-one: A mixture of 5-(6-hydrazinylpyridin-3-yl)-1-methylpyridin-2(1 H)-one (600 mg, 2.78 mmol) and isothiocyanatobenzene (450 mg, 3.33 mmol) in NMP-1,3-dichlorobenzene (1:1, 10 mL) was heated in a microwave at 160° C. for 1 hr and then purified by preparative LCMS to provide the title compound, 5-(3-mercapto-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-1-methylpyridin-2(1H)-one (310 mg, 43% yield).

Workup

  1. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-983fb5141a7d4d5eb377986c56dd18b9
Source dataset
uspto-grants-2012_05
Patent number
US08178534B2

Reaction notes

Loading…