Thiomorpholine 1-oxide → HCID 54325127, compound

HRID 1283451

Reaction equation

HRID 1283451 reaction equation
Cl[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[C:6]([NH2:11])[N:5]=[C:4]([S:12][CH3:13])[N:3]=1.[NH:14]1[CH2:19][CH2:18][S:17](=[O:20])[CH2:16][CH2:15]1>CC(C)=O>[NH2:11][C:6]1[N:5]=[C:4]([S:12][CH3:13])[N:3]=[C:2]([N:14]2[CH2:19][CH2:18][S:17](=[O:20])[CH2:16][CH2:15]2)[C:7]=1[N+:8]([O-:10])=[O:9]

Participants

4

Reactant 2

HCID 12600299Thiomorpholine 1-oxideHCID 148930356-Chloro-2-(methylthio)-5-nitropyrimidin-4-amine

Product 1

HCID 54325127HCID 54325127, compoundYield 78.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

3.08 gm (0.014 mol) of 4-chloro-6-amino-2-methylthio-5-nitro-pyrimidine were dissolved in 50 ml of acetone, and a solution of 3.2 gm (0.027 mol) of thiomorpholine-1-oxide in 20 ml of acetone was added dropwise at room temperature, while stirring. After stirring the mixture for 1.5 hours more, ice was added to the reaction mixture, and the yellow precipitate formed thereby was suction-filtered off and recrystallized from ethanol. Yield: 78.2% of theory; m.p. 239°-242°C.

Workup

  1. stirringAfter stirring the mixture for 1.5 hours more
  2. additionice was added to the reaction mixture
  3. customthe yellow precipitate formed
  4. filtrationthereby was suction-filtered off
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-f57267dff38147d3a0896ed41a317141
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Linked notes

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