Hydrochloric Acid → 5-Methylthiazole-4-carbohydrazide

Reaction equation

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

Participants

Reactant 2

HCID 313Hydrochloric Acid

HCID 665989211,1-Dimethylethyl 2-[(5-methyl-1,3-thiazol-4-yl)carbonyl]hydrazinecarboxylate

Product 1

HCID 665989975-Methylthiazole-4-carbohydrazide

Procedure

A mixture of 1,1-dimethylethyl 2-[(5-methyl-1,3-thiazol-4-yl)carbonyl]hydrazinecarboxylate (544 mg, 2.114 mmol) in HCl (2643 μl, 10.57 mmol) (4M in 1,4-dioxane) was stirred at room temperature under an atmosphere of argon for 17 hours (overnight). After this time, the reaction mixture was concentrated under reduced pressure to give an off-white coloured solid of desired material in 162 mg.

Workup

concentrationAfter this time, the reaction mixture was concentrated under reduced pressure
customto give an off-white coloured solid of desired material in 162 mg

Sources & evidence

ORD record: ord-e2023f0885fb4087886e93048a792ca3
Source dataset: uspto-grants-2013_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08501946B2

Reaction notes

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