Potassium Carbonate → HCID 21517690, compound

HRID 1283448Notes

Reaction equation

HRID 1283448 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7](Cl)[C:6]([N+:10]([O-:12])=[O:11])=[C:5]([NH:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:4]=1.C(=O)([O-])[O-].[K+].[K+].[NH:26]1[CH2:31][CH2:30][S:29][CH2:28][CH2:27]1>CC(C)=O.O>[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:26]2[CH2:31][CH2:30][S:29][CH2:28][CH2:27]2)[C:6]([N+:10]([O-:12])=[O:11])=[C:5]([NH:13][CH:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[N:4]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 67164ThiomorpholineHCID 21517684HCID 21517684, compound

Product 1

HCID 21517690HCID 21517690, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Procedure

3.0 gm of 2-methylmercapto-4-chloro-5-nitro-6-cyclohexylamino-pyrimidine were dissolved in 30 ml of acetone, a solution of 1.38 gm of potassium carbonate in 1.5 ml of water was added, and the mixture was admixed with a solution of 1.2 gm of thiomorpholine in 10 ml of acetone. The resulting mixture was stirred at room temperature, whereby after a short time a voluminous, crystalline precipitate was formed which was further increased by addition of water. The mixture was suction-filtered and the filter cake, 2-methylmercapto-4-thiomorpholino-5-nitro-6-cyclohexylamino-pyrimidine, was recrystallized from isopropanol. Yield: 2.3 gm (62% of theory), m.p. 145°-146°C.

Workup

  1. customwhereby after a short time a voluminous, crystalline precipitate was formed which
  2. filtrationThe mixture was suction-filtered
  3. customthe filter cake, 2-methylmercapto-4-thiomorpholino-5-nitro-6-cyclohexylamino-pyrimidine, was recrystallized from isopropanol

Sources & evidence

ORD record
ord-a0b82e8cd1a64309823f3999102430c1
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Reaction notes

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