Ethyl 2-cyano-2-(hydroxyimino)acetate → 7-AMINO-1-[(4-CHLOROPHENYL)METHYL]-2,3-DIHYDRO-6-NITROSOIMIDAZO-[1,2-a]PYRIMIDIN-5-(1H)-ONE

HRID 236012

Reaction equation

HRID 236012 reaction equation
Cl.[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][N:10]2[CH2:14][CH2:13][N:12]=[C:11]2[NH2:15])=[CH:5][CH:4]=1.[N:16](=[C:18]([C:24]#[N:25])[C:19](OCC)=[O:20])[OH:17]>>[NH2:25][C:24]1[N:15]=[C:11]2[N:10]([CH2:9][C:6]3[CH:5]=[CH:4][C:3]([Cl:2])=[CH:8][CH:7]=3)[CH2:14][CH2:13][N:12]2[C:19](=[O:20])[C:18]=1[N:16]=[O:17]

Participants

3

Reactant 2

HCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateHCID 202177121-[(4-Chlorophenyl)methyl]-4,5-dihydro-1H-imidazol-2-amine hydrochloride2×

Product 1

HCID 133914207-AMINO-1-[(4-CHLOROPHENYL)METHYL]-2,3-DIHYDRO-6-NITROSOIMIDAZO-[1,2-a]PYRIMIDIN-5-(1H)-ONE

Procedure

The product of Procedure 91 was condensed with ethyl oximinocyanoacetate according to the method described in Procedure 1. The crude product, 1.6 g., from 2.9 g. of the product of Procedure 91, was a blue solid, m.p. 273°-275° d, recrystallized from dimethylformamide, m.p. 290°-291° d.

Workup

  1. customrecrystallized from dimethylformamide, m.p. 290°-291°

Sources & evidence

ORD record
ord-cced221111dc4956830f74cca61be129
Source dataset
uspto-grants-1987_02
Patent number
US04642345

Linked notes

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