Phosphorus sulfide (P2S5) → HCID 67496475, compound

HRID 1628252Notes

Reaction equation

HRID 1628252 reaction equation
[NH2:1][C:2](=O)[CH:3]([NH:5][C:6](=O)[C:7]1[CH:12]=[CH:11][N:10]=[C:9]([CH3:13])[CH:8]=1)[CH3:4].P12(SP3(SP(SP(S3)(S1)=S)(=S)S2)=S)=[S:17]>C1(C)C=CC=CC=1>[CH3:4][C:3]1[N:5]=[C:6]([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([CH3:13])[CH:8]=2)[S:17][C:2]=1[NH2:1]

Participants

4

Reactant 2

HCID 14817Phosphorus sulfide (P2S5)HCID 67497269HCID 67497269, compound

Product 1

HCID 67496475HCID 67496475, compoundYield 47.9%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of N-(1-amino-1-oxopropan-2-yl)-2-methylisonicotinamide (1.00 g, 4.83 mmol) and phosphorus pentasulfide (2.15 g, 9.65 mmol) in 10 mL of toluene was allowed to reflux overnight. The mixture was concentrated and the residue was purified by CombiFlash using 0-10% methanol/DCM to give 0.475 g of 4-methyl-2-(2-methylpyridin-4-yl)thiazol-5-amine 22C. LCMS (ES+) m/z 206.

Workup

  1. temperatureto reflux overnight
  2. concentrationThe mixture was concentrated
  3. customthe residue was purified by CombiFlash

Sources & evidence

ORD record
ord-192602f14a4f4836aa62e5d47bf44e2c
Source dataset
uspto-grants-2014_07
Patent number
US08785468B2

Reaction notes

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