HCID 15297751, compound → HCID 15297752, compound

HRID 266924Notes

Reaction equation

HRID 266924 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH:12]([N:17]1[CH2:28][CH2:27][N:26]([CH2:29][C:30]([O:32]C)=[O:31])[CH2:25][CH2:24][N:23]([CH2:34][C:35]([O:37]C)=[O:36])[CH2:22][CH2:21][N:20]([CH2:39][C:40]([O:42]C)=[O:41])[CH2:19][CH2:18]1)[C:13]([O:15]C)=[O:14]>Cl>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-:11])=[O:10])=[CH:5][C:4]=1[CH:12]([N:17]1[CH2:28][CH2:27][N:26]([CH2:29][C:30]([OH:32])=[O:31])[CH2:25][CH2:24][N:23]([CH2:34][C:35]([OH:37])=[O:36])[CH2:22][CH2:21][N:20]([CH2:39][C:40]([OH:42])=[O:41])[CH2:19][CH2:18]1)[C:13]([OH:15])=[O:14]

Participants

3

Reactant 1

HCID 15297751HCID 15297751, compound

Product 1

HCID 15297752HCID 15297752, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of α-(2-methoxy-5-nitrophenyl)-1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid, tetramethyl ester (prepared by the procedure of Example 10) in concentrated HCl (5 ml, J. T. Baker ULTREX) was refluxed under a nitrogen atmosphere for 5 hours. The solution was then concentrated to dryness in vacuo to leave a solid residue. This was purified by chromatography (silica gel, Solvent System 6) to yield the title product as an off-white solid (209 mg). This material was converted to the tetrahydrochloride salt and was characterized by:

Workup

  1. temperaturewas refluxed under a nitrogen atmosphere for 5 hours
  2. concentrationThe solution was then concentrated to dryness in vacuo
  3. customto leave a solid residue
  4. customThis was purified by chromatography (silica gel, Solvent System 6)

Sources & evidence

ORD record
ord-6ee4a2814dec4c3ab9c1c948125c0f29
Source dataset
uspto-grants-1997_07
Patent number
US05652361

Reaction notes

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