Hydrazine hydrate (1:1) → HCID 178512692, compound

HRID 1758736Notes

Reaction equation

HRID 1758736 reaction equation
C([O:3][C:4]([C:6]1[N:7]=[C:8]([NH:11][C:12]([NH2:14])=[NH:13])[S:9][CH:10]=1)=O)C.O.[NH2:16][NH2:17]>C(O)C>[NH:11]([C:8]1[S:9][CH:10]=[C:6]([C:4]([NH:16][NH2:17])=[O:3])[N:7]=1)[C:12]([NH2:14])=[NH:13]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178470110HCID 178470110, compound

Product 1

HCID 178512692HCID 178512692, compoundYield 82.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

16.7 g (0.0779 mol) of 2-guanidino-4-thiazole carboxylic acid ethyl ester was combined with 25 ml (0.514 mol) of hydrazine hydrate in 200 ml absolute ethanol. The slurry was heated to reflux. After 1.5 hour reflux a solid began to form from the clear solution. After 2 hours reflux the reaction slurry was cooled and the resulting solid was collected by filtration and was washed with isopropyl alcohol and ether to give 12.8 g (82%) 2-guanidino-4-thiazole carboxylic acid hydrazide, mp 247° (dec.).

Workup

  1. temperatureThe slurry was heated to reflux
  2. temperatureAfter 1.5 hour reflux a solid
  3. customto form from the clear solution
  4. temperatureAfter 2 hours reflux the reaction slurry
  5. temperaturewas cooled
  6. filtrationthe resulting solid was collected by filtration
  7. washwas washed with isopropyl alcohol and ether

Sources & evidence

ORD record
ord-870a173a75194b55b10d54b2531c6faa
Source dataset
uspto-grants-1983_02
Patent number
US04374843

Reaction notes

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