Hydrochloric Acid → HCID 21458446, compound

HRID 1489344Notes

Reaction equation

HRID 1489344 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][N:23]2[CH2:34][CH2:33][NH:32][CH2:31][CH2:30][NH:29][CH2:28][CH2:27][NH:26][CH2:25][CH2:24]2)[CH:7]=[C:8]([C:10]([OH:12])=[O:11])[CH:9]=1)([OH:3])=[O:2].Cl[CH2:36][C:37]([O-:39])=[O:38].[Na+].Cl>>[C:37]([CH2:36][N:26]1[CH2:25][CH2:24][N:23]([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][C:6]2[CH:7]=[C:8]([C:10]([OH:12])=[O:11])[CH:9]=[C:4]([C:1]([OH:3])=[O:2])[CH:5]=2)[CH2:34][CH2:33][N:32]([CH2:4][C:1]([OH:3])=[O:2])[CH2:31][CH2:30][N:29]([CH2:8][C:10]([OH:12])=[O:11])[CH2:28][CH2:27]1)([OH:39])=[O:38]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 21458450HCID 21458450, compoundHCID 23665759Sodium chloroacetate

Product 1

HCID 21458446HCID 21458446, compound

Conditions

Temperature
80 °C

Procedure

To an aqueous solution of 1-[10-(3,5-dicarboxyphenyl)decyl]-1,4,7,10-tetraazacyclododecane (0.16 mols in 500 mL water) is added an aqueous solution of sodium chloroacetate (0.71 mols sodium chloroacetate in 68 mL of water). This solution is stirred at 80° C. overnight while maintaining the pH at 9-10. After cooling to ambient temperature the pH of the solution is adjusted to 2.5 with aqueous HCl. The resulting precipitate is collected by filtration, washed with acetone, and dried in vacuo to afford 18.

Workup

  1. temperaturewhile maintaining the pH at 9-10
  2. temperatureAfter cooling to ambient temperature the pH of the solution
  3. filtrationThe resulting precipitate is collected by filtration
  4. washwashed with acetone
  5. customdried in vacuo

Sources & evidence

ORD record
ord-4231497a89624abaafd0d13685d55bc7
Source dataset
uspto-grants-1997_10
Patent number
US05677446

Reaction notes

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