EDTA disodium salt → HCID 44382954, compound

HRID 2163247Notes

Reaction equation

HRID 2163247 reaction equation
O.[NH4+].SCC([NH:7]C1C=C(C=CC=1)C(NCC([O-])=O)=O)=O.O.O.[SH:23][CH2:24][C:25]([NH:27][C:28]1[CH:29]=[C:30]([CH:38]=[CH:39][CH:40]=1)[C:31]([NH:33][CH2:34][C:35]([O-:37])=[O:36])=[O:32])=[O:26].[NH4+].[OH-].[NH4+].SCC(NC1C=C(C=CC=1)C(NCC(O)=O)=O)=O.C(CN(CC([O-])=O)CC(O)=O)N(CC(O)=O)CC([O-])=O.[Na+].[Na+]>O1CCCC1>[NH4+:7].[SH:23][CH2:24][C:25]([NH:27][C:28]1[CH:29]=[C:30]([CH:38]=[CH:39][CH:40]=1)[C:31]([NH:33][CH2:34][C:35]([O-:37])=[O:36])=[O:32])=[O:26]

Participants

6

Reactant 4

HCID 8759EDTA disodium saltHCID 14923Ammonium HydroxideHCID 49990HCID 49990, compoundHCID 131711396HCID 131711396, compound

Product 1

HCID 44382954HCID 44382954, compoundYield 79.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

N-[3-(Mercaptoacetylamino)benzoyl]glycine Ammonium Salt Sesquihydrate. -- 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-9544467aff1441c1a1e3f819f7e4dde1
Source dataset
uspto-grants-1979_01
Patent number
US04132803

Reaction notes

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