Water → HCID 131711112, compound

HRID 2163249Notes

Reaction equation

HRID 2163249 reaction equation
[OH-].[K+:2].O.[SH:4][CH2:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[C:12]([NH:14][CH2:15][C:16]([OH:18])=[O:17])=[O:13])=[O:7].C(CN(CC([O-])=O)CC(O)=O)N(CC(O)=O)CC([O-])=O.[Na+].[Na+]>O1CCCC1>[OH2:7].[K+:2].[SH:4][CH2:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][CH:21]=1)[C:12]([NH:14][CH2:15][C:16]([O-:18])=[O:17])=[O:13])=[O:7]

Participants

6

Reactant 4

HCID 962WaterHCID 8759EDTA disodium saltHCID 14797Potassium HydroxideHCID 49990HCID 49990, compound

Product 1

HCID 131711112HCID 131711112, compoundYield 93%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
45 °C

Procedure

An aqueous solution of 4N potassium hydroxide (4.65 ml., 0.01 mole) and 4 ml. of water is slowly added to a suspension of N-[3-(mercaptoacetylamino)benzoyl]glycine (5 g., 0.0186 mole) with 5 mg. disodium edetate. Warming the mixture to 45° C. provides a clear solution which is first diluted with 200 ml. of tetrahydrofuran and then cooled in a dry ice-ethanol bath to promite crystallization. After stirring the mixture for a period of 16 hr. at 25° C., the precipitated solid is collected, washed with tetrahydrofuran and dried under vacuum over calcium chloride to provide 5.6 g. (93% yield) of N-[3-(mercaptoacetylamino)benzoyl]glycine potassium salt hydrate, m.p. 175° C. (dec.).

Workup

  1. customprovides a clear solution which
  2. additionis first diluted with 200 ml
  3. customcrystallization
  4. customat 25° C., the precipitated solid is collected
  5. washwashed with tetrahydrofuran
  6. dry with materialdried under vacuum over calcium chloride
  7. customto provide 5.6 g

Sources & evidence

ORD record
ord-e3ae78b7479d43f3acf2d7972d403241
Source dataset
uspto-grants-1979_01
Patent number
US04132803

Reaction notes

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