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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995466Generated: October 25, 2026

Isobutylamine → 7-amino-2,2-dimethyl-8-(2-methylpropyl)-6-nitroso-3H-imidazo[1,2-a]pyrimidin-5-one

https://huagongshe.com/reaction/1995466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutylamineHCID 6558—
ReactantSodium HydroxideHCID 14798—
Reactant4-ChlorobenzylamineHCID 66036—
ReactantSodium dithionateHCID 146045—
ReactantEthyl 2-cyano-2-(hydroxyimino)acetateHCID 6399078—
ReactantHCID 178448423HCID 178448423—
Reactant2-Methylthio-4,4-dimethyl-2-imidazoline hydrochlorideHCID 178503443—
SolventFormic AcidHCID 284—
Product7-amino-2,2-dimethyl-8-(2-methylpropyl)-6-nitroso-3H-imidazo[1,2-a]pyrimidin-5-oneHCID 178448424—

Reaction Steps

6,7-DIHYDRO-4-(2-METHYLPROPYL)-6,6-DIMETHYL-3H-IMIDAZO[1,2-a]PURIN-9(4H)-ONE.- 7-Amino-2,3-dihydro-2,2-dimethyl-8-(2-methylpropyl)-6-nitrosoimidazo[1,2-a]pyrimidin-5(8H)-one was prepared by reaction of the 2-methylthio-4,4-dimethyl-2-imidazoline hydrochloride with 2-methylpropylamine according to the method of Procedure 103 by substitution of the latter for p-chlorobenzylamine. The reaction product from this step was then condensed with ethyl oximinocyanoacetate as described in Procedure 103. The resulting nitroso compound was then reduced with sodium dithionate in formic acid and the resulting formylamino compound was cyclized with dilute aqueous sodium hydroxide according to Procedure 100.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04404380
Source datasetuspto-grants-1983_09
ORD IDord-7304ffcd44004157ba9f1297dac79bb2
Source noteuspto-grants-1983_09