Hydrochloric Acid → HCID 19426274, compound

HRID 742533Notes

Reaction equation

HRID 742533 reaction equation
CC1(C)OC([CH2:9][CH2:10][CH2:11][N:12]2[CH2:20][CH2:19][N:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:17][CH2:16][N:15]([CH2:25][C:26]([OH:28])=[O:27])[CH2:14][CH2:13]2)(CN)CO1.[OH-:30].[Na+].Br[CH2:33][C:34]([OH:36])=[O:35].Cl.[OH2:38]>>[OH:30][CH:10]([CH2:9][OH:38])[CH2:11][N:12]([CH2:9][CH2:10][CH2:11][N:12]1[CH2:13][CH2:14][N:15]([CH2:25][C:26]([OH:28])=[O:27])[CH2:16][CH2:17][N:18]([CH2:21][C:22]([OH:24])=[O:23])[CH2:19][CH2:20]1)[CH2:33][C:34]([OH:36])=[O:35]

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 6227Bromoacetic AcidHCID 14798Sodium HydroxideHCID 19426273HCID 19426273, compound

Product 1

HCID 19426274HCID 19426274, compound

Procedure

A solution of 1-{3-[2,2-dimethyl-4-aminomethyl-1,3-dioxolanyl]-propyl}-4,7-bis-(carboxymethyl)-1,4,7-triazacyclononane (12.4 g, 0.03 mol) in 100 mL of deionized water is adjusted to pH 10 with 1N sodium hydroxide. Then bromoacetic acid (4.2 g, 0.03 mol) is added and the mixture is heated to 50 C. for 15 hours, keeping the pH of the solution between 9 and 10. Then the pH is adjusted to 4 with 1N hydrochloric acid and the solvent is evaporated under reduced pressure to give 1-[3-[N-(2,3-dihydroxypropyl)-N-(carboxymethyl)-amino]propyl]-4,7-bis-(carboxymethyl)-1,4,7-triazacyclononane.

Workup

  1. temperaturethe mixture is heated to 50 C
  2. customthe solvent is evaporated under reduced pressure

Sources & evidence

ORD record
ord-c3455abdadf54c2bb42c1cdfe620b2f3
Source dataset
uspto-grants-1996_09
Patent number
US05554749

Reaction notes

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