Hydrochloric Acid → 1,4,7,10Tetraaza-13-phosphatricyclo[5.5.1.04,13]tridecane

HRID 259486

Reaction equation

HRID 259486 reaction equation
[NH:1]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CN(C)[P:15](N(C)C)N(C)C.Cl.CNC>C1(C)C=CC=CC=1>[N:1]12[P:15]3[N:4]([CH2:5][CH2:6][N:7]3[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]1)[CH2:3][CH2:2]2

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 674DimethylamineHCID 15355Hexamethylphosphorous triamideHCID 649631,4,7,10-Tetraazacyclododecane

Product 1

HCID 536936111,4,7,10Tetraaza-13-phosphatricyclo[5.5.1.04,13]tridecaneYield 100%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of 1.75 g of 1,4,7,10-tetraazacyclododecane and 1.63 g of hexamethylphosphorous triamide in 50 ml of toluene is refluxed for 12 hours. Titration of the off-gases with 1 N HCl indicates that 97% of the theoretical amount of dimethylamine is evolved in this time. The toluene is removed under reduced pressure to give 2.0 g of 1,4,7,10-tetraaza-13-phosphatricyclo[5.5.1.04,13 ]tridecane as a white solid which melts at 109°-111° C. with sintering from 90° C. (possibly because of the presence of a trace of toluene). Sublimation of this product at 75° C. and 0.55 mm gives large colorless crystals, which melt at 111°-113° C. The mass spectrum shows an M+ ion at 200; measured mass, 200.1194; calc'd, 200.1190.

Workup

  1. customThe toluene is removed under reduced pressure

Sources & evidence

ORD record
ord-31faa48ae3c84093aa13ea3a2dbd5c3c
Source dataset
uspto-grants-1977_07
Patent number
US04038312

Linked notes

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