Isobutylamine → HCID 178448425, compound

HRID 1902857Notes

Reaction equation

HRID 1902857 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=[CH:23][C:20]([CH2:21][NH2:22])=[CH:19]C=1.[N:25](=[C:27]([C:33]#[N:34])[C:28]([O:30]CC)=[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].[CH3:23][CH:20]([CH3:19])[CH2:21][N:22]1[C:33]2[NH:34][CH:11]=[N:25][C:27]=2[C:28](=[O:30])[N:5]2[CH2:6][C:7]([CH3:10])([CH3:9])[N:8]=[C:4]12

Participants

8

Reactant 6

HCID 6558IsobutylamineHCID 14798Sodium HydroxideHCID 660364-ChlorobenzylamineHCID 146045Sodium dithionateHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateHCID 1785034432-Methylthio-4,4-dimethyl-2-imidazoline hydrochloride

Product 1

HCID 178448425HCID 178448425, compound

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

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.

Sources & evidence

ORD record
ord-4b1607b80beb4b8eacb663c19608eb6f
Source dataset
uspto-grants-1982_12
Patent number
US04366156

Reaction notes

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