Hydrochloric Acid → HCID 21458446, compound

HRID 725204Notes

Reaction equation

HRID 725204 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-5b95bb0d8dda4a5fa0731e65d5dfa043
Source dataset
uspto-grants-1998_01
Patent number
US05705637

Reaction notes

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