Ethylamine → HCID 15567772, compound

HRID 1862827Notes

Reaction equation

HRID 1862827 reaction equation
Cl[C:2]1[N:7]=[C:6]([Cl:8])[C:5]([S:9][CH3:10])=[C:4]([Cl:11])[N:3]=1.[CH2:12]([NH2:14])[CH3:13].[OH-].[Na+]>CC(CC)=O>[CH2:12]([NH:14][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([S:9][CH3:10])=[C:4]([Cl:11])[N:3]=1)[CH3:13]

Participants

5

Reactant 3

HCID 6341EthylamineHCID 14798Sodium HydroxideHCID 122255442,4,6-Trichloro-5-methylsulfanyl-pyrimidine

Product 1

HCID 15567772HCID 15567772, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

230 parts of 2,4,6-trichloro-5-methylthio-pyrimidine are dissolved in 740 parts of methylethylketone, 650 parts of ice are added, and 120 parts of an aqueous 38% solution of ethylamine are run in over 30 minutes while cooling in order that the temperature should not exceed 5° C. 129.5 parts of a 31% solution of caustic soda are added in a period of an hour at 20° C. and the mixture is stirred for 6 hours. The desired isomer is then precipitated while the 4-ethylamino-2,6-dichloro-5-methylthiopyrimidine remains in solution. After cooling for 15 hours, the product is filtered off and washed with methylethylketone. 73 parts of the desired product are obtained, which is recrystallised from ethanol. M.p. 147° C.

Workup

  1. additionare added
  2. customare run in over 30 minutes
  3. temperaturewhile cooling in order that the temperature should not
  4. customexceed 5° C
  5. customThe desired isomer is then precipitated while the 4-ethylamino-2,6-dichloro-5-methylthiopyrimidine
  6. temperatureAfter cooling for 15 hours
  7. filtrationthe product is filtered off
  8. washwashed with methylethylketone

Sources & evidence

ORD record
ord-a7b367d959954635bed937cde5b74a05
Source dataset
uspto-grants-1979_09
Patent number
US04166852

Reaction notes

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