Ammonia → HCID 178514025, compound

HRID 2049560Notes

Reaction equation

HRID 2049560 reaction equation
[SH:1][C:2]1(CC(OCC)=O)[NH:6][NH:5][N:4]=[N:3]1.[NH3:13].[CH2:14]([OH:16])[CH3:15]>>[SH:1][C:2]1[N:3]([CH2:15][C:14]([NH2:13])=[O:16])[N:4]=[N:5][N:6]=1

Participants

4

Reactant 3

HCID 222AmmoniaHCID 702EthanolHCID 86736933HCID 86736933, compound

Product 1

HCID 178514025HCID 178514025, compound

Procedure

Ethyl 5-mercapto-1H-tetrazol-5-ylacetate (15.0 g) was dissolved in ethanol (50 ml), the solution was saturated with ammonia gas then set aside for 36 hours. The precipitated mass was collected, washed with ethanol (20 ml), dried and dissolved in water (100 ml). The solution was treated with decolourising charcoal, filtered, acidified with concentrated hydrochloric acid and cooled in an ice bath. The product crystallised as needles and was collected, washed with a little water and dried in vacuo, 9.51 g., (75.0%) m.p. 214°-216° C. (d), νmax (nujol) 1695 cm-1 ; δ[(CD3)2SO], 7.72 (2H,d, J=22 Hz, --NH2), 5.02 (2H,s, --CH2 --). Found: C, 22.39; H, 2.18; N, 43.82; S, 20.16. C3H5N5OS requires: C, 22.64; H, 3.17; N, 44.00; S, 20.14%.

Workup

  1. customThe precipitated mass was collected
  2. washwashed with ethanol (20 ml)
  3. customdried
  4. dissolutiondissolved in water (100 ml)
  5. additionThe solution was treated with decolourising charcoal
  6. filtrationfiltered
  7. temperaturecooled in an ice bath
  8. customThe product crystallised as needles
  9. customwas collected
  10. washwashed with a little water
  11. customdried in vacuo, 9.51 g

Sources & evidence

ORD record
ord-6e3dfbd7871d4266b38c56a7aac12775
Source dataset
uspto-grants-1980_04
Patent number
US04198406

Reaction notes

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