Sodium Methoxide → HCID 178485159, compound

HRID 2083368Notes

Reaction equation

HRID 2083368 reaction equation
[CH3:1][NH:2][C:3]([NH2:5])=[NH:4].S(O)(O)(=O)=O.CNC(N)=N.C[O-].[Na+].[NH2:19][C:20]1[C:21]([C:33](OC)=[O:34])=[N:22][C:23]([Cl:32])=[C:24]([NH:26][CH:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)[N:25]=1>CO>[CH3:1][NH:2][C:3]([NH:5][C:33]([C:21]1[C:20]([NH2:19])=[N:25][C:24]([NH:26][CH:27]2[CH2:31][CH2:30][CH2:29][CH2:28]2)=[C:23]([Cl:32])[N:22]=1)=[O:34])=[NH:4]

Participants

6

Reactant 4

HCID 10942334Sodium MethoxideHCID 20358363HCID 20358363, compoundHCID 178485088HCID 178485088, compoundHCID 178485188HCID 178485188, compound

Product 1

HCID 178485159HCID 178485159, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of methylguanidine in methanol (150 ml.) prepared from methylguanidine sulfate (108.5 g.) and sodium methoxide (40.4 g.) is added methyl 3-amino-5-cyclopentylamino-6-chloropyrazinoate (32.85 g.). The reaction is refluxed for 1/2 hour then poured into ice water (300 ml.) affording 28.0 g. of N-methylamidino-3-amino-5-cyclopentylamino-6-chloro-2-pyrazinecarboxamide which melts at 184°-187° C. after recrystallization from 2-propanol.

Workup

  1. temperatureThe reaction is refluxed for 1/2 hour
  2. customaffording 28.0 g
  3. customof N-methylamidino-3-amino-5-cyclopentylamino-6-chloro-2-pyrazinecarboxamide which melts at 184°-187° C. after recrystallization from 2-propanol

Sources & evidence

ORD record
ord-5a69e1fd506f4c9a8bab0df5a6b80dff
Source dataset
uspto-grants-1978_04
Patent number
US04085211

Reaction notes

Loading…