Hydrochloric Acid → HCID 178526005, compound

HRID 904865Notes

Reaction equation

HRID 904865 reaction equation
[C:1]([CH2:8][N:9]1[C:13]([SH:14])=[N:12][N:11]=[N:10]1)([C:3]([O:5]CC)=[O:4])=[O:2].[OH-].[Na+].Cl>CO>[C:1]([CH2:8][N:9]1[C:13]([SH:14])=[N:12][N:11]=[N:10]1)([C:3]([OH:5])=[O:4])=[O:2]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 178473105HCID 178473105, compound

Product 1

HCID 178526005HCID 178526005, compoundYield 59.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 1-ethoxalylmethyl-1H-tetrazole-5-thiol (18.6 g) in methanol (186 ml) was added 1 N aqueous solution of sodium hydroxide (172 ml) at room temperature and the mixture was stirred for 40 minutes. After adjusting to pH 7.5 with 10% hydrochloric acid, the solution was evaporated in vacuo to remove methanol and the remained aqueous solution was washed with ethyl acetate (100 ml). The aqueous solution was adjusted to pH 4.0 and washed again with ethyl acetate to remove impurities. The aqueous solution was adjusted to pH 2.5, and extracted with ethyl acetate, dried over magnesium sulfate and evaporated to give pale yellow powder of 1-oxalomethyl-1H-tetrazole-5-thiol (9.7 g), mp 140° to 150° C. (dec.).

Workup

  1. customthe solution was evaporated in vacuo
  2. customto remove methanol
  3. washthe remained aqueous solution was washed with ethyl acetate (100 ml)
  4. washwashed again with ethyl acetate
  5. customto remove impurities
  6. extractionextracted with ethyl acetate
  7. dry with materialdried over magnesium sulfate
  8. customevaporated

Sources & evidence

ORD record
ord-7b9f650e7193436f84931167e2749483
Source dataset
uspto-grants-1983_12
Patent number
US04420477

Reaction notes

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