Hydrochloric Acid → THIAZOLE-4-CARBOHYDRAZIDE

HRID 1889015Notes

Reaction equation

HRID 1889015 reaction equation
[S:1]1[CH:5]=[C:4]([C:6]([NH:8][NH:9]C(OC(C)(C)C)=O)=[O:7])[N:3]=[CH:2]1.Cl>O1CCOCC1>[S:1]1[CH:5]=[C:4]([C:6]([NH:8][NH2:9])=[O:7])[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66599703HCID 66599703, compound

Product 1

HCID 468666THIAZOLE-4-CARBOHYDRAZIDE

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

1,1-Dimethylethyl 2-(1,3-thiazol-4-ylcarbonyl)hydrazinecarboxylate (I64) (1.378 g, 5.66 mmol) was dissolved in 1,4-dioxane (15 mL) and to this was added 4M HCl in 1,4-dioxane (14.16 mL, 56.6 mmol). The solution was then stirred at room temperature for 18 hours. The solvent was then evaporated in vacuo and the remaining residue was loaded onto an SCX cartridge and washed with methanol before being eluted with 2M NH3 in DCM. The solution was then evaporated in vacuo to yield the product in 0.784 g.

Workup

  1. customThe solvent was then evaporated in vacuo
  2. washwashed with methanol
  3. washbefore being eluted with 2M NH3 in DCM
  4. customThe solution was then evaporated in vacuo
  5. customto yield the product in 0.784 g

Sources & evidence

ORD record
ord-2572be91a7bc4ae68b950fbe49ab8256
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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