EDTA disodium salt → HCID 131711111, compound

HRID 839046Notes

Reaction equation

HRID 839046 reaction equation
[OH-].[Na+:2].[SH:3][CH2:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:18]=[CH:19][CH:20]=1)[C:11]([NH:13][CH2:14][C:15]([OH:17])=[O:16])=[O:12])=[O:6].C(CN(CC([O-])=O)CC(O)=O)N(CC(O)=O)CC([O-])=[O:25].[Na+].[Na+]>O1CCCC1>[OH2:6].[OH2:25].[Na+:2].[SH:3][CH2:4][C:5]([NH:7][C:8]1[CH:9]=[C:10]([CH:18]=[CH:19][CH:20]=1)[C:11]([NH:13][CH2:14][C:15]([O-:17])=[O:16])=[O:12])=[O:6]

Participants

5

Reactant 3

HCID 8759EDTA disodium saltHCID 14798Sodium HydroxideHCID 49990HCID 49990, compound

Product 1

HCID 131711111HCID 131711111, compoundYield 66%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

An aqueous solution of 10% sodium hydroxide (7.5 ml., 0.01875 mole) is slowly added to a mixture of N-[3-(mercaptoacetylamino)benzoyl]glycine (5 g., 0.0186 mole) and 5 mg. of disodium edetate in 60 ml. of tetrahydrofuran with cooling at ice water temperature. The mixture stirred and equilibrated to room temperature first provides a complete solution and subsequently a solid precipitate which is stirred for an additional 0.5 hr. and filtered. The collected solid is washed with three 20 ml. portions of tetrahydrofuran and then dried under vacuum over calcium chloride to provide 4 g. (66% yield) of N-[3-(mercaptoacetylamino)benzoyl]-glycine sodium salt dihydrate, m.p. 108°-136.0° C. (dec.).

Workup

  1. customequilibrated to room temperature
  2. customfirst provides a complete solution
  3. stirringsubsequently a solid precipitate which is stirred for an additional 0.5 hr
  4. filtrationand filtered
  5. washThe collected solid is washed with three 20 ml
  6. dry with materialportions of tetrahydrofuran and then dried under vacuum over calcium chloride
  7. customto provide 4 g

Sources & evidence

ORD record
ord-e44e21d9fc984d5aafb195f0aa87ae95
Source dataset
uspto-grants-1978_06
Patent number
US04093739

Reaction notes

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