Thiourea → 3-Carbamimidoylsulfanylmethyl-pyrazine-2-carboxylic acid ethyl ester hydrobromide

HRID 1045634Notes

Reaction equation

[NH2:1][C:2]([NH2:4])=[S:3].[CH2:5]([O:7][C:8]([C:10]1[C:15]([CH2:16][Br:17])=[N:14][CH:13]=[CH:12][N:11]=1)=[O:9])[CH3:6]>O1CCCC1>[BrH:17].[CH2:5]([O:7][C:8]([C:10]1[C:15]([CH2:16][S:3][C:2](=[NH:4])[NH2:1])=[N:14][CH:13]=[CH:12][N:11]=1)=[O:9])[CH3:6]

Participants

Conditions

Temperature: 120 °C

Procedure

A suspension of thiourea (620 mg) and 3-bromomethyl-pyrazine-2-carboxylic acid ethyl ester (2 g) in tetrahydrofuran was heated in the microwave at 120° C. for 5 minutes. The product formed an oil so the tetrahydrofuran was simply decanted to leave 3-carbamimidoylsulfanylmethyl-pyrazine-2-carboxylic acid ethyl ester hydrobromide (2.2 g) as an oil. MH+=241, RT=0.26 min (Method A).

Workup

customwas simply decanted

Sources & evidence

ORD record: ord-a71f81707b8d4698b12bb5f5ec676672
Source dataset: uspto-grants-2013_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08569301B2

Reaction notes

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