Diethyl Ether → 1-Amino-2,5-dimethylpyrazin-1-ium 2,4,6-trimethylbenzenesulfonate

HRID 1615608

Reaction equation

[CH3:1][C:2]1[CH:7]=[N:6][C:5]([CH3:8])=[CH:4][N:3]=1.[C:9]1([CH3:22])[CH:14]=[C:13]([CH3:15])[CH:12]=[C:11]([CH3:16])[C:10]=1[S:17]([O:20][NH2:21])(=[O:19])=[O:18].C(OCC)C>ClCCl>[NH2:21][N+:3]1[CH:4]=[C:5]([CH3:8])[N:6]=[CH:7][C:2]=1[CH3:1].[CH3:16][C:11]1[CH:12]=[C:13]([CH3:15])[CH:14]=[C:9]([CH3:22])[C:10]=1[S:17]([O-:20])(=[O:19])=[O:18]

Participants

Conditions

Temperature: 0 °C

Procedure

A solution of 2,5-dimethylpyrazine (3.24 g, 30.0 mmol) in dichloromethane (DCM) (30 mL) was cooled to 0° C. A solution of O-(mesitylsulfonyl)hydroxylamine (12.9 g, 60.0 mmol) in DCM (30 mL) was added. The mixture was stirred at 0° C. for 1 h. Then diethyl ether (Et2O) (150 mL) was added. The precipitate was filtered and collected to give 9.42 g (97% yield) of the title compound as a white solid. ESI MS: m/z 124.1 [M+H]+.

Workup

filtrationThe precipitate was filtered
customcollected

Sources & evidence

ORD record: ord-b7584066f8014bd896a0e37825780d6c
Source dataset: uspto-grants-2014_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08765760B2

Linked notes

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