3-Aminopyridine → HCID 178508797, compound

HRID 1389890Notes

Reaction equation

HRID 1389890 reaction equation
I.[NH2:2][C:3]1[C:4]([C:11]([NH:13][C:14](=[NH:17])SC)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1.[NH2:18][C:19]1[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=1>O1CCCC1>[OH2:12].[NH2:2][C:3]1[C:4]([C:11]([N:13]=[CH:14][NH:17][NH:18][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1.[NH2:2][C:3]1[C:4]([C:11]([N:13]=[CH:14][NH:17][NH:18][C:19]2[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=2)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1

Participants

4

Reactant 2

HCID 100093-AminopyridineHCID 140329753methyl N-(3,5-diamino-6-chloropyrazine-2-carbonyl)carbamimidothioate;hydroiodide

Product 1

HCID 178508797HCID 178508797, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-(3,5-Diamino-6-chloropyrazinoyl)-2-methyl-2-thiopseudourea hydroiodide (970 mg., 0.0025 mole) is added to a solution of 3-aminopyridine (940 mg., 0.01 mole) in dry tetrahydrofuran (20 ml.) and the mixture is heated at reflux for 2 hours, then added to crushed ice-water (200 ml.) to precipitate 423 mg. of 3,5-diamino-6-chloro-N-[(3-pyridylamino)aminomethylene]2-pyrazinecarboxamide hemihydrate, m.p. 220°-2° C.

Workup

  1. temperaturethe mixture is heated
  2. temperatureat reflux for 2 hours
  3. additionadded
  4. customto precipitate 423 mg

Sources & evidence

ORD record
ord-ce28d936c36f4f3d92d6f4020745d840
Source dataset
uspto-grants-1981_01
Patent number
US04246406

Reaction notes

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