Water → HCID 54433626, compound

HRID 1283471Notes

Reaction equation

HRID 1283471 reaction equation
[CH2:1]([O:3][C:4]1[N:9]=[C:8](S(C)=O)[N:7]=[C:6]([N:13]2[CH2:18][CH2:17][S:16](=[O:19])[CH2:15][CH2:14]2)[C:5]=1[N+:20]([O-:22])=[O:21])[CH3:2].[NH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.O>C(O)C>[CH2:1]([O:3][C:4]1[N:9]=[C:8]([N:23]2[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[N:7]=[C:6]([N:13]2[CH2:18][CH2:17][S:16](=[O:19])[CH2:15][CH2:14]2)[C:5]=1[N+:20]([O-:22])=[O:21])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 4837PiperazineHCID 54007712HCID 54007712, compound

Product 1

HCID 54433626HCID 54433626, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1 gm (2.9 mols) of 6-ethoxy-2-methylsulfinyl-5-nitro-4-(1-oxido-thiomorpholino)-pyrimidine [m.p. 164°-165°C, prepared from 6 ethoxy-2-methylthio-5-nitro-4-(1-oxido-thiomorpholino)-pyrimidine and 30% hydrogen peroxide in dilute acetic acid] was refluxed together with 5 gm (58 millimols) of piperazine in 50 ml of ethanol for 10 minutes. The reaction mixture was then poured into water, and the aqueous mixture was extracted with chloroform. The chloroform phase was dried, evaporated to dryness, and the residue was recrystallized from ethanol. Yield: 0.9 gm (84.7% of theory); m.p. 220°-222°C.

Workup

  1. extractionthe aqueous mixture was extracted with chloroform
  2. dry with materialThe chloroform phase was dried
  3. customevaporated to dryness
  4. customthe residue was recrystallized from ethanol

Sources & evidence

ORD record
ord-d8375d90c3fe4549a8d97fe382e8791a
Source dataset
uspto-grants-1976_08
Patent number
US03975384

Reaction notes

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