Methanol → HCID 178512702, compound

HRID 2412564Notes

Reaction equation

HRID 2412564 reaction equation
[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]2[C:18](=O)[C:17](=[O:20])[C:16]=2[O:21]C)[N:9]=1)[C:2]([NH2:4])=[NH:3].[NH2:23][CH2:24][C:25]1[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=1.CO>CN(C)C=O>[NH:1]([C:5]1[S:6][CH:7]=[C:8]([CH2:10][S:11][CH2:12][CH2:13][NH:14][C:15]2[C:16](=[O:21])[C:17](=[O:20])[C:18]=2[NH:23][CH2:24][C:25]2[CH:30]=[CH:29][N:28]=[CH:27][CH:26]=2)[N:9]=1)[C:2]([NH2:4])=[NH:3]

Participants

5

Reactant 3

HCID 887MethanolHCID 773174-PyridinemethanamineHCID 178493771HCID 178493771, compound

Product 1

HCID 178512702HCID 178512702, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 1-[2-(2-guanidinothiazol-4-ylmethylthio)ethylamino]-2-methoxycyclobutene-3,4-dione (0.17 g), 4-aminomethylpyridine (0.054 g), methanol (5 ml) and dimethyl formamide (3 ml) was stirred at room temperature for seven days. Evaporation of the solution gave a yellow oil which crystallized on scratching; this was triturated with ethanol and filtered to give 1-[2-(2-guanidinothiazol-4-ylmethylthio)ethylamino]-2-(4-pyridylmethylamino)cyclobutene-3,4-dione, m.p. 172°-175°.

Workup

  1. customEvaporation of the solution
  2. customgave a yellow oil which
  3. customcrystallized
  4. customthis was triturated with ethanol
  5. filtrationfiltered

Sources & evidence

ORD record
ord-ec13767b569a44c89a18c5cb8f2d97ed
Source dataset
uspto-grants-1985_01
Patent number
US04493840

Reaction notes

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