Potassium Carbonate → 1-(2-Bromo-5-thiazolylmethyl)-3-methyl-2-nitroguanidine

HRID 2395684Notes

Reaction equation

[NH2:1][CH2:2][C:3]1[S:7][C:6]([Br:8])=[N:5][CH:4]=1.[CH3:9][NH:10][C:11](=[N:14][N+:15]([O-:17])=[O:16])SC.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[Br:8][C:6]1[S:7][C:3]([CH2:2][NH:1][C:11]([NH:10][CH3:9])=[N:14][N+:15]([O-:17])=[O:16])=[CH:4][N:5]=1

Participants

Conditions

Temperature: 60 °C

Procedure

A mixture of 0.39 g of 5-(aminomethyl)-2-bromothiazole, 0.30 g of 1,2-dimethyl-3-nitroisothiourea, 0.58 g of cuprous bromide, 0.55 g of anhydrous potassium carbonate and 4 ml of dry acetonitrile was stirred in an oil bath of 60° C. for 45 minutes. The reaction mixture was purified by a column chromatography [developing solvent: dichloromethane-methanol (10:1)] to obtain 1-(2-bromo-5-thiazolylmethyl)-3-methyl-2-nitro-guanidine (Compound No. 39), as white solid.

Workup

customThe reaction mixture was purified by a column chromatography [developing solvent: dichloromethane-methanol (10:1)]

Sources & evidence

ORD record: ord-95d3d02c37614a4790292bd51bad883d
Source dataset: uspto-grants-1996_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05489603

Reaction notes

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