Ammonium Hydroxide → 3-[(2-Aminoacetyl)amino]-2,4,6-triiodobenzoic acid

HRID 2258400Notes

Reaction equation

HRID 2258400 reaction equation
Cl[CH2:2][C:3]([NH:5][C:6]1[C:7]([I:17])=[C:8]([C:12]([I:16])=[CH:13][C:14]=1[I:15])[C:9]([OH:11])=[O:10])=[O:4].[NH4+:18].[OH-]>>[NH2:18][CH2:2][C:3]([NH:5][C:6]1[C:7]([I:17])=[C:8]([C:12]([I:16])=[CH:13][C:14]=1[I:15])[C:9]([OH:11])=[O:10])=[O:4]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 229213943-[(2-Chloroacetyl)amino]-2,4,6-triiodobenzoic acid

Product 1

HCID 229213953-[(2-Aminoacetyl)amino]-2,4,6-triiodobenzoic acidYield 98.4%

Procedure

6.34 g of 3-[(2-chloroacetyl)amino]-2,4,6-triiodobenzoic acid (prepared as described in Example 3) (10.72 mmol) are dissolved in 250 ml of 25% NH4OH and the solution is kept in autoclave for 35 hours at r.t. The mixture is evaporated to dryness and the residue is then dissolved in H2O, adjusting the pH to 7 and yielding a precipitate, which is filtered. 5.74 g of 3-[(2-aminoacetyl)amino]-2,4,6-triiodobenzoic acid (10.04 mmol) are obtained.

Workup

  1. customThe mixture is evaporated to dryness
  2. dissolutionthe residue is then dissolved in H2O
  3. customyielding a precipitate, which
  4. filtrationis filtered

Sources & evidence

ORD record
ord-5b6b008b74e94b9da8458f09744714f0
Source dataset
uspto-grants-1997_08
Patent number
US05660814

Reaction notes

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