Hydrochloric Acid → HCID 178525592, compound

HRID 904866Notes

Reaction equation

HRID 904866 reaction equation
[C:1]([CH2:6][N:7]1[C:11]([SH:12])=[N:10][N:9]=[N:8]1)([C:3]([OH:5])=[O:4])=O.Cl.[NH2:14][OH:15].[OH-].[Na+].Cl>O>[C:3]([C:1](=[N:14][OH:15])[CH2:6][N:7]1[C:11]([SH:12])=[N:10][N:9]=[N:8]1)([OH:5])=[O:4]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 178526005HCID 178526005, compound

Product 1

HCID 178525592HCID 178525592, compoundYield 52%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1-oxalomethyl-1H-tetrazole-5-thiol (10.0 g) and hydroxylamine hydrochloride (4.8 g) in water (100 ml) was adjusted to pH 6.0 with 2 N aqueous solution of sodium hydroxide and stirred at room temperature for 3.5 hours. The solution was acidified with 10% hydrochloric acid to pH 2.0, extracted with a mixture of tetrahydrofuran and ethyl acetate (1:1). The extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate and evaporated to give 1-(2-carboxy-2-hydroxyiminoethyl)-1H-tetrazole-5-thiol (5.61 g).

Workup

  1. extractionextracted with a mixture of tetrahydrofuran and ethyl acetate (1:1)
  2. washThe extract was washed with a saturated aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-25d0dc8900ee403aa4d85672e1ccb93c
Source dataset
uspto-grants-1983_12
Patent number
US04420477

Reaction notes

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