Hydrochloric Acid → 5-Methyl-1,3-thiazole-2-carbohydrazide

HRID 1889046Notes

Reaction equation

HRID 1889046 reaction equation
[CH3:1][C:2]1[S:6][C:5]([C:7]([NH:9][NH:10]C(OC(C)(C)C)=O)=[O:8])=[N:4][CH:3]=1.Cl>CO>[CH3:1][C:2]1[S:6][C:5]([C:7]([NH:9][NH2:10])=[O:8])=[N:4][CH:3]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 66599382HCID 66599382, compound

Product 1

HCID 451227225-Methyl-1,3-thiazole-2-carbohydrazide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1,1-dimethylethyl 2-[(5-methyl-1,3-thiazol-2-yl)carbonyl]hydrazinecarboxylate (I116)(451 mg, 1.753 mmol) in HCl (2.191 ml, 72.1 mmol) (4M solution in 1,4-dioxan) was stirred at room temperature under an atmosphere of argon for 18 hours. After this time, the solvent was removed under reduced pressure to give an off white coloured solid. The solid was dissovled in MeOH and passed through an SCX cartridge, washing first with MeOH and then with 2M NH3 in MeOH The NH3 containing fractions were combined and concentrated under reduced pressure to give a white coloured solid of desired product in 224 mg.

Workup

  1. customAfter this time, the solvent was removed under reduced pressure
  2. customto give an off white coloured solid
  3. washwashing first with MeOH
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-eeb30f4b9c7e460086646af3102abfd2
Source dataset
uspto-grants-2013_08
Patent number
US08501946B2

Reaction notes

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