Sodium → HCID 136354625, compound

HRID 1288296Notes

Reaction equation

HRID 1288296 reaction equation
[Na].[N:2](=[C:4]([C:10]#[N:11])[C:5](OCC)=[O:6])[OH:3].Cl.[CH2:13]([O:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[C:26]([NH2:28])=[NH:27])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22]>CO>[NH2:11][C:10]1[N:27]=[C:26]([C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[O:23][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH3:22])[NH:28][C:5](=[O:6])[C:4]=1[N:2]=[O:3]

Participants

5

Reactant 3

HCID 5360545SodiumHCID 6399078Ethyl 2-cyano-2-(hydroxyimino)acetateHCID 21504510HCID 21504510, compound

Product 1

HCID 136354625HCID 136354625, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium (7.35 g.) was dissolved in anhydrous methanol (130 ml.), treated with ethyl α-oximinocyanoacetate (11.4 g.) and 2-decyloxybenzamidine hydrochloride (25 g.) and heated to reflux, with stirring, for 4 hours. The mixture was allowed to stand at room temperature overnight and the solid which separated was filtered off, washed with water and dried at 75° C. to give the crude sodium salt of 4-amino-2-(2-decyloxyphenyl)-5-nitrosopyrimid-6-one, pure enough for use in the next stage of the preparation. An aliquot was treated with dilute acetic acid and the solid obtained recrystallised from dilute acetic acid and then from methanol to give pure 4-amino-2-(2-decyloxyphenyl)-5-nitrosopyrimid-6-one, m.p. 144°-146° C.

Workup

  1. temperatureheated
  2. temperatureto reflux
  3. waitto stand at room temperature overnight
  4. customthe solid which separated
  5. filtrationwas filtered off
  6. washwashed with water
  7. customdried at 75° C.

Sources & evidence

ORD record
ord-e010fa8e232f43ac819a52510a0b3fd0
Source dataset
uspto-grants-1976_10
Patent number
US03987160

Reaction notes

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