Ammonia → 3-amino-5-chloro-1-methyl-2(1H)-pyrazinone

HRID 1381466Notes

Reaction equation

HRID 1381466 reaction equation
Cl[C:2]1[C:3](=[O:10])[N:4]([CH3:9])[CH:5]=[C:6]([Cl:8])[N:7]=1.[NH3:11]>O1CCOCC1>[NH2:11][C:2]1[C:3](=[O:10])[N:4]([CH3:9])[CH:5]=[C:6]([Cl:8])[N:7]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 130629683,5-Dichloro-1-methyl-1,2-dihydropyrazin-2-one

Product 1

HCID 130629753-amino-5-chloro-1-methyl-2(1H)-pyrazinone

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 3,5-dichloro-1-methyl-2(1H)-pyrazinone (7.16 g, 0.040 mol) in dioxane (120 mL) was treated with a concentrated aqueous solution of ammonia (28%, 16 mL, 0.24 mol). After stirring at room temperature for three days a suspension of solid had formed. The solid was collected, rinsed with a little water, ether, and hexanes and air dried. The product, 3-amino-5-chloro-1-methyl-2(1H)-pyrazinone, was obtained as a white crystalline powder (4.81 g) melting above 250° C.

Workup

  1. additiona suspension of solid
  2. customhad formed
  3. customThe solid was collected
  4. washrinsed with a little water, ether, and hexanes and air
  5. customdried

Sources & evidence

ORD record
ord-afce452f4a074f51a6f2e9c11199fa4b
Source dataset
uspto-grants-1989_02
Patent number
US04802908

Reaction notes

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