EDTA disodium salt → HCID 44382954, compound

HRID 839045Notes

Reaction equation

HRID 839045 reaction equation
[OH-].[NH4+].[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.[Na+].[Na+]>O1CCCC1>[NH4+:7].[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 14923Ammonium HydroxideHCID 49990HCID 49990, compound

Product 1

HCID 44382954HCID 44382954, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

An aqueous solution of 3N ammonium hydroxide (7.2 ml., 0.0216 mole) is slowly added to a suspension of N-[3-(mercaptoacetylamino)benzoyl]glycine (5 g., 0.0186 mole) in 40 ml. of tetrahydrofuran with 5 mg. of disodium edetate. The resulting solution is diluted with 300 ml. of tetrahydrofuran and after cooling in a dry ice-ethanol bath to promote crystallization is stirred overnight. The precipitated solid is collected, washed with tetrahydrofuran and air dried to afford 4.6 g., (79.3% yield) of N-[3-(mercaptoacetylamino)benzoyl]glycine ammonium salt susquihydrate, m.p. 56°-119° C. (dec.).

Workup

  1. additionThe resulting solution is diluted with 300 ml
  2. customcrystallization
  3. customThe precipitated solid is collected
  4. washwashed with tetrahydrofuran and air
  5. customdried
  6. customto afford 4.6 g

Sources & evidence

ORD record
ord-ba3dfc111596479da20a421150151fda
Source dataset
uspto-grants-1978_06
Patent number
US04093739

Reaction notes

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