Methanol → Ethyl 2-(3-chloropyrazin-2-yl)hydrazinecarbonothioylcarbamate

HRID 2191609Notes

Reaction equation

HRID 2191609 reaction equation
Cl.[Cl:2][C:3]1[C:8]([NH:9][NH2:10])=[N:7][CH:6]=[CH:5][N:4]=1.[C:11]([N:16]=[C:17]=[S:18])(=[O:15])[O:12][CH2:13][CH3:14].CO>C(Cl)(Cl)Cl>[Cl:2][C:3]1[C:8]([NH:9][NH:10][C:17]([NH:16][C:11](=[O:15])[O:12][CH2:13][CH3:14])=[S:18])=[N:7][CH:6]=[CH:5][N:4]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 85320Ethyl isothiocyanatoformateHCID 534027422-Chloro-3-hydrazinylpyrazine hydrochloride

Product 1

HCID 13447669Ethyl 2-(3-chloropyrazin-2-yl)hydrazinecarbonothioylcarbamateYield 120.9%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

A solution of 2-chloro-3-hydrazinylpyrazine hydrochloride (3.32 g, 18.34 mmol) in anhydrous chloroform was treated with O-ethyl carbonisothiocyanatidate (1.9 mL, 16.11 mmol) at room temperature. Anhydrous methanol (10 mL) was added to the reaction mixture which was then concentrated under reduced pressure to yield ethyl 2-(3-chloropyrazin-2-yl)hydrazinecarbonothioylcarbamate (5.37 g) as an orange solid.

Workup

  1. concentrationwas then concentrated under reduced pressure

Sources & evidence

ORD record
ord-c6302ec31c514e56878bab038da5a833
Source dataset
uspto-grants-2012_12
Patent number
US08329705B2

Reaction notes

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