Hydrochloric Acid → HCID 22250791, compound

HRID 890331Notes

Reaction equation

HRID 890331 reaction equation
[N+:1]([C:4]1[CH:74]=[CH:73][C:7]([CH2:8][CH:9]2[CH2:24][N:23]([CH2:25][C:26]([O:28]C(C)(C)C)=[O:27])[CH2:22][CH2:21][N:20]([CH2:33][C:34]([O:36]C(C)(C)C)=[O:35])[CH2:19][CH2:18][N:17]([CH2:41][C:42]([O:44]C(C)(C)C)=[O:43])[CH2:16][CH2:15][N:14]([CH2:49][C:50]([O:52]C(C)(C)C)=[O:51])[CH2:13][CH2:12][N:11]([CH2:57][C:58]([O:60]C(C)(C)C)=[O:59])[N:10]2[CH2:65][C:66]([O:68]C(C)(C)C)=[O:67])=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl>>[N+:1]([C:4]1[CH:74]=[CH:73][C:7]([CH2:8][CH:9]2[CH2:24][N:23]([CH2:25][C:26]([OH:28])=[O:27])[CH2:22][CH2:21][N:20]([CH2:33][C:34]([OH:36])=[O:35])[CH2:19][CH2:18][N:17]([CH2:41][C:42]([OH:44])=[O:43])[CH2:16][CH2:15][N:14]([CH2:49][C:50]([OH:52])=[O:51])[CH2:13][CH2:12][N:11]([CH2:57][C:58]([OH:60])=[O:59])[N:10]2[CH2:65][C:66]([OH:68])=[O:67])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 22250783HCID 22250783, compound

Product 1

HCID 22250791HCID 22250791, compoundYield 93.4%

Procedure

To a 10 ml round-bottomed flask hexa-tert-butyl 2-(4-nitrobenzyl)-1,4,7,10,13,16-hexaazacyclohexadecane-1,4,7,10,13,16-hexaacetate (166 mg, 0.15 mmol) was combined with conc. HCl (5 ml) and heated at reflux for 6 hr. The HCl (aq) was removed by rotary evaporation and the residue was taken up in water (1–2 ml) and was lyophilized to give hexa-acid as a pale yellow solid (100 mg, 70%).

Workup

  1. temperatureheated
  2. temperatureat reflux for 6 hr
  3. customThe HCl (aq) was removed by rotary evaporation

Sources & evidence

ORD record
ord-0e795ebc923b4b81a10cd42e825cb104
Source dataset
uspto-grants-2006_02
Patent number
US06995247B2

Reaction notes

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