Methanol → HCID 178475130, compound

HRID 483027Notes

Reaction equation

HRID 483027 reaction equation
[NH2:1][N:2]1[C:6]([SH:7])=[N:5][N:4]=[N:3]1.[C:8](OC(=O)C)(=[O:10])[CH3:9].CO>O1CCCC1>[C:8]([NH:1][N:2]1[C:6]([SH:7])=[N:5][N:4]=[N:3]1)(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 887MethanolHCID 7918Acetic AnhydrideHCID 1785142901-amino-1,2-dihydro-5H-tetrazole-5-thione

Product 1

HCID 178475130HCID 178475130, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Amino-5-mercapto-1H-tetrazole (4.18 g) was dissolved in tetrahydrofuran (30 ml), and acetic anhydride (4.01 g) was added thereto. The mixture was refluxed for 6 hours and then condensed under reduced pressure to remove solvent. Methanol (4 ml) was added to the residue thus obtained, and the methanol solution was allowed to stand at room temperature for 20 minutes. The mixture was evaporated to remove solvent. Hot isopropanol was added to the residue thus obtained, and the solution was allowed to stand at room temperature. Crystalline precipitates were collected by filtration. 4.71 g of 1-acetamido-5-mercapto-1H-tetrazole were obtained as colorless needles. mp 147°-148° C. (decomp.)

Workup

  1. temperatureThe mixture was refluxed for 6 hours
  2. customcondensed under reduced pressure
  3. customto remove solvent
  4. additionMethanol (4 ml) was added to the residue
  5. customthus obtained
  6. customThe mixture was evaporated
  7. customto remove solvent
  8. additionHot isopropanol was added to the residue
  9. customthus obtained
  10. customto stand at room temperature
  11. customCrystalline precipitates
  12. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-76558f09a9084727ad209806900fa947
Source dataset
uspto-grants-1986_03
Patent number
US04576938

Reaction notes

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