Hydrochloric Acid → HCID 19956435, compound

HRID 1779557Notes

Reaction equation

[CH2:1]([N:4](P(OCC)(OCC)=O)[CH2:5][CH2:6][CH2:7][N:8](P(OCC)(OCC)=O)[CH2:9]/[CH:10]=[CH:11]/[CH2:12][N:13](P(OCC)(OCC)=O)[CH2:14][CH2:15][CH2:16][N:17]([CH2:26][CH:27]=[CH2:28])P(OCC)(OCC)=O)[CH:2]=[CH2:3].[ClH:53]>>[ClH:53].[ClH:53].[ClH:53].[ClH:53].[CH2:26]([NH:17][CH2:16][CH2:15][CH2:14][NH:13][CH2:12]/[CH:11]=[CH:10]/[CH2:9][NH:8][CH2:7][CH2:6][CH2:5][NH:4][CH2:1][CH:2]=[CH2:3])[CH:27]=[CH2:28]

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 19956425HCID 19956425, compound

Product 1

HCID 19956435HCID 19956435, compound

Procedure

For conversion into the title compound, 37.45 g of crude (E)-1,14-di-allyl-1,5,10,14-tetra(diethoxyphosphoryl)-1,5,10,14-tetraazatetradec-7-ene are dissolved in 170 ml of 7THF, and hydrogen chloride is passed into the solution at 5° C. until saturated. The reaction mixture is stirred for 15 h at room temperature, 250 ml of diethyl ether are added to the resulting suspension, the mixture is filtered and the filtration residue is washed with a small amount of ethanol and diethyl ether. Recrystallisation from ethanol/water (with treatment with activated carbon) and drying the crystallisate under a high vacuum at 120° C. yield the title compound, m.p. >260° C. 1H-NMR (D2O): δ2.06-2.17(m,4H); 3.13-3.19(m,8H); 3.69(d,4H); 3.78(d,4H); 5.49-5.55(m,4H); 5.84-5.98(m,2H); 6.05-6.07(m,2H).

Sources & evidence

ORD record: ord-73ac716fb9964bc5a8298300572d22fd
Source dataset: uspto-grants-1997_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05627215

Reaction notes

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