Ethylamine → HCID 15567772, compound

HRID 370617Notes

Reaction equation

HRID 370617 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.CC(CC)=O.[CH2:17]([NH2:19])[CH3:18].[OH-].[Na+]>O>[CH2:17]([NH:19][C:2]1[N:7]=[C:6]([Cl:8])[C:5]([S:9][CH3:10])=[C:4]([Cl:11])[N:3]=1)[CH3:18]

Participants

6

Reactant 4

HCID 6341EthylamineHCID 6569Methyl Ethyl KetoneHCID 14798Sodium HydroxideHCID 122255442,4,6-Trichloro-5-methylsulfanyl-pyrimidine

Product 1

HCID 15567772HCID 15567772, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
5 °C

Procedure

45.9 Grams of 2,4,6-trichloro-5-methylthio-pyrimidine, 150 g of methylethylketone and 130 g of water are introduced into a 250 ml reactor provided with a stirrer. To this mixture maintained at 5° C. are added in a period of 30 minutes 9.44 g of ethylamine in 32.5% aqueous solution. The temperature of 5° C. is maintained for one and one half hours. Then 8.08 g of caustic soda in 30% aqueous solution are added. The mixture is maintained at 20° C. for 4 hours and over night in a refrigerator at about 0° C. A precipitate appears which is isolated by filtration, washed with 16 ml of methylethylketone and recrystallized twice from 180 ml of ethanol. 10.5 G of 2-ethylamino-4,6-dichloro-5-methylthio-pyrimidine are thus obtained, which melts at 147° C. and which is identified by its infra-red spectrum (IR) and it nuclear magnetic resonance spectrum (NMR).

Workup

  1. customprovided with a stirrer
  2. temperatureThe temperature of 5° C. is maintained for one and one half hours
  3. temperatureThe mixture is maintained at 20° C. for 4 hours and over night in a refrigerator at about 0° C
  4. customis isolated by filtration
  5. washwashed with 16 ml of methylethylketone
  6. customrecrystallized twice from 180 ml of ethanol

Sources & evidence

ORD record
ord-114340f5b3844c52ace0b24887b8b3b5
Source dataset
uspto-grants-1985_07
Patent number
US04528026

Reaction notes

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