Ammonia → HCID 12272880, compound

HRID 1251939Notes

Reaction equation

HRID 1251939 reaction equation
[CH3:1][C:2]1[C:3](Cl)=[N:4][C:5]([Cl:9])=[N:6][C:7]=1[Cl:8].[NH3:11]>C(COC)OC>[NH2:11][C:3]1[C:2]([CH3:1])=[C:7]([Cl:8])[N:6]=[C:5]([Cl:9])[N:4]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 2327892,4,6-Trichloro-5-methylpyrimidine

Product 1

HCID 12272880HCID 12272880, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

39.5 g (0.2 mol) of 5-methyl-2,4,6-trichloropyrimidine are dissolved in 250 ml of dimethoxyethane, and ammonia gas is then introduced at room temperature until the solution is saturated. A white suspension is formed, which is stirred for 12 hours at room temperature; it is subsequently concentrated in a rotary evaporator, and 200 ml of water are added to the residue. The formed suspension is filtered and the precipitate is dried. The mother liquor is concentrated to half the volume, filtered, and the precipitate is dried. There are thus obtained 26.4 g of crude product, which is recrystallised from acetonitrile/water (5:1); m.p. 193°-194° C. (yield=75% of theory).

Workup

  1. customA white suspension is formed
  2. concentrationit is subsequently concentrated in a rotary evaporator, and 200 ml of water
  3. additionare added to the residue
  4. filtrationThe formed suspension is filtered
  5. customthe precipitate is dried
  6. concentrationThe mother liquor is concentrated to half the volume
  7. filtrationfiltered
  8. customthe precipitate is dried
  9. customis recrystallised from acetonitrile/water (5:1)

Sources & evidence

ORD record
ord-732e0222bd4a4a849fe8f65bb083d597
Source dataset
uspto-grants-1988_05
Patent number
US04741760

Reaction notes

Loading…