Lawesson's reagent → HCID 14234968, compound

HRID 1650655Notes

Reaction equation

HRID 1650655 reaction equation
[CH2:1]([C:3]1[C:4]([O:16][CH3:17])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13]([NH2:15])=O)[N:12]=2)[C:8]=1[CH3:9])[CH3:2].COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:27])=CC=1>O1CCCC1>[CH2:1]([C:3]1[C:4]([O:16][CH3:17])=[N:5][C:6]2[N:7]([CH:10]=[C:11]([C:13](=[S:27])[NH2:15])[N:12]=2)[C:8]=1[CH3:9])[CH3:2]

Participants

4

Reactant 2

HCID 87949Lawesson's reagentHCID 136699166-Ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-carboxamide

Product 1

HCID 14234968HCID 14234968, compoundYield 76,595.102%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 20.0 g (0.0854 mmol) of 6-ethyl-7-methoxy-5-methylimidazo-[1,2-a]pyrimidine-2-carboxamide and 25.4 g (0.0629 mmol) of Lawesson's Reagent in 470 ml of tetrahydrofuran (THF) was refluxed for 4 hours. The mixture was then cooled, and the product was filtered and washed with THF, then ether to obtain 12.06 g (56%) of 6-ethyl-7-methoxy-5-methylimidazo[1,2-a]pyrimidine-2-thiocarboxamide as a yellow solid melting at 248°-259° C.

Workup

  1. temperaturewas refluxed for 4 hours
  2. temperatureThe mixture was then cooled
  3. filtrationthe product was filtered
  4. washwashed with THF

Sources & evidence

ORD record
ord-ac52c464b5d444c2a901a417f4f45a7a
Source dataset
uspto-grants-1990_05
Patent number
US04925846

Reaction notes

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