1,4,7,10-Tetraazacyclododecane → HCID 23687561, compound

HRID 1604709Notes

Reaction equation

HRID 1604709 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.[Li+:13].[Cl-:14].[CH3:15][C:16]1([CH3:24])[O:23][CH2:22][CH:21]2[CH:19]([O:20]2)[CH2:18][O:17]1>C(O)(C)C>[OH:20][CH:21]1[CH2:22][O:23][C:16]([CH3:24])([CH3:15])[O:17][CH2:18][CH:19]1[N: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.[Li+:13].[Cl-:14]

Participants

5

Reactant 3

HCID 649631,4,7,10-TetraazacyclododecaneHCID 433294Lithium ChlorideHCID 110947474,4-Dimethyl-3,5,8-trioxabicyclo[5.1.0]octane

Product 1

HCID 23687561HCID 23687561, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent2×

Conditions

Temperature
0 °C

Procedure

10 g (58.08 mmol) of 1,4,7,10-tetraazacyclododecane, 4.85 g (116.16 mmol) of LiCl and 40.0 g (278.4 mmol) of 4,4-dimethyl-3,5,8-trioxabicyclo[5,1,0]octane are suspended in 40 ml of isopropanol and refluxed for 60 hours. Then, the reaction mixture is mixed with 30 ml of isopropanol and cooled slowly to 0° C. The crystals that are obtained are suctioned off, washed with 30 ml of methyl-tert-butyl ether and dried in a vacuum. 20.7 g (71% of theory) of 1,7-bis(6-hydroxy-2,2-dimethyl-1,3-dioxepan-5-yl)-1,4,7,10-tetraazacyclododecane LiCl complex is obtained as white crystals.

Workup

  1. temperaturerefluxed for 60 hours
  2. customThe crystals that are obtained
  3. washwashed with 30 ml of methyl-tert-butyl ether
  4. customdried in a vacuum
  5. custom20.7 g (71% of theory) of 1,7-bis(6-hydroxy-2,2-dimethyl-1,3-dioxepan-5-yl)-1,4,7,10-tetraazacyclododecane LiCl complex is obtained as white crystals

Sources & evidence

ORD record
ord-d0fb200ee0964e4382d250dde0bd2685
Source dataset
uspto-grants-1999_11
Patent number
US05994536

Reaction notes

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