Sodium → HCID 20251456, compound

HRID 1278335Notes

Reaction equation

HRID 1278335 reaction equation
[CH2:1]([N:5]1[C:10]([CH3:11])=[CH:9][C:8]([CH3:13])([CH3:12])[N:7]([CH3:14])[CH2:6]1)[CH2:2][CH2:3][CH3:4].[Na]>C(O)C>[CH2:1]([N:5]1[CH:10]([CH3:11])[CH2:9][C:8]([CH3:12])([CH3:13])[N:7]([CH3:14])[CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 5360545SodiumHCID 13587575HCID 13587575, compound

Product 1

HCID 20251456HCID 20251456, compoundYield 95.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 40 grams of 1-butyl 3,4,4,6-tetramethyl 1,2,3,4-tetrahydropyrimidine prepared as described in example 7, and 177 grams of absolute ethanol was added over a 1/2 hour period 4.7 grams of sodium hydribodorate. The reaction mixture was stirred for 18 hours and the ethanol evaporated under diminished pressure. To the resulting product was added water and stirring was continued for 24 hours. The organic layer was separated, dissolved in ether, and the ethereal solution washed with diminished pressure to yield 38.5 grams of 1-butyl 3,4,4,6-tetramethyl hexahydropyrimidine. C13 n.m.r., solvent CDCl3 ; ref. T.M.S.; ##STR13## As described above the following substituted 1,2,3,4-tetrahydropyrimidines of the general structure: ##STR14## were prepared, and are listed in Table I.

Workup

  1. customprepared
  2. customthe ethanol evaporated under diminished pressure
  3. additionTo the resulting product was added water
  4. stirringstirring
  5. waitwas continued for 24 hours
  6. customThe organic layer was separated
  7. dissolutiondissolved in ether
  8. washthe ethereal solution washed with diminished pressure

Sources & evidence

ORD record
ord-e90e61d66e6547f196a56386d41aa8f1
Source dataset
uspto-grants-1981_07
Patent number
US04281126

Reaction notes

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