Dimethylamine → Hexahydro-2a,5a,8a-triaza-8b-phospha-acenaphthylene

HRID 259484

Reaction equation

[NH:1]1[CH2:11][CH2:10][CH2:9][NH:8][CH2:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.CNC.CN(C)[P:17](N(C)C)N(C)C>>[N:1]12[P:17]3[N:4]([CH2:5][CH2:6][CH2:7][N:8]3[CH2:9][CH2:10][CH2:11]1)[CH2:3][CH2:2]2

Participants

Reactant 3

HCID 674Dimethylamine

HCID 15355Hexamethylphosphorous triamide

HCID 3987421,4,8-Triazacycloundecane

Product 1

HCID 23414755Hexahydro-2a,5a,8a-triaza-8b-phospha-acenaphthyleneYield 75.2%

Conditions

Temperature: 125 °C

Procedure

A mixture of 3.62 g of 1,4,8-triazacycloundecane and 3.75 g of hexamethylphosphorous triamide is heated to 125° C. with stirring and held at this temperature for 2 hours, by which time evolution of dimethylamine is complete. Evolution is vigorous for the first 45 minutes. Distillation affords 3.20 g (75%) 1,4,8-triaza-12-phosphatricyclo[6.3.1.04,12 ]dodecane as a water-white liquid which boils at 73°-75° C. at 0.30 mm.

Workup

customis vigorous for the first 45 minutes
distillationDistillation

Sources & evidence

ORD record: ord-62cbd32228084c43a59b90ff237f1eb0
Source dataset: uspto-grants-1977_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04038312

Linked notes

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