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

HRID 236023

Reaction equation

HRID 236023 reaction equation
Cl.CS[C:4]1[NH:5][CH2:6][C:7]([CH3:10])([CH3:9])[N:8]=1.[CH3:11][CH:12]([CH3:15])[CH2:13][NH2:14].ClC1C=CC(CN)=CC=1.[N:25](=[C:27]([C:33]#[N:34])[C:28](OCC)=[O:29])[OH:26].S(S([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[OH-].[Na+]>C(O)=O>[NH2:34][C:33]1[N:14]([CH2:13][CH:12]([CH3:15])[CH3:11])[C:4]2[N:5]([CH2:6][C:7]([CH3:10])([CH3:9])[N:8]=2)[C:28](=[O:29])[C:27]=1[N:25]=[O:26]

Participants

8

Procedure

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.

Sources & evidence

ORD record
ord-34390cdd680c49d5b7b53b91fe295eb9
Source dataset
uspto-grants-1987_02
Patent number
US04642345

Linked notes

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