Triethylamine → HCID 178508796, compound

HRID 1389891Notes

Reaction equation

HRID 1389891 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][S:5][CH2:4][CH2:3]1.C(N(CC)CC)C.I.[NH2:16][C:17]1[C:18]([C:25]([NH:27][C:28](=[NH:31])SC)=[O:26])=[N:19][C:20]([Cl:24])=[C:21]([NH2:23])[N:22]=1>O1CCCC1>[NH2:16][C:17]1[C:18]([C:25]([N:27]=[CH:28][NH:31][N:2]2[CH2:7][CH2:6][S:5][CH2:4][CH2:3]2)=[O:26])=[N:19][C:20]([Cl:24])=[C:21]([NH2:23])[N:22]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 3014410Thiomorpholine hydrochlorideHCID 140329753methyl N-(3,5-diamino-6-chloropyrazine-2-carbonyl)carbamimidothioate;hydroiodide

Product 1

HCID 178508796HCID 178508796, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Thiomorpholine hydrochloride (2.10 g., 0.015 mole), triethylamine (2.1 ml., 0.015 mole), and 1-(3,5-diamino-6-chloropyrazinoyl)-2-methyl-2-thiopseudourea hydroiodide (1.94 g., 0.005 mole) are heated in tetrahydrofuran (50 ml.) at reflux for 4 hrs. The reaction mixture is added to ice-water to precipitate 590 mg. of 3,5-diamino-6-chloro-N-[(4-thiomorpholinyl)aminomethylene]-2-pyrazinecarboxamide which melts at 234°-6° C. after reprecipitation from dilute hydrochloric acid with sodium hydroxide.

Workup

  1. temperatureat reflux for 4 hrs
  2. customto precipitate 590 mg
  3. customof 3,5-diamino-6-chloro-N-[(4-thiomorpholinyl)aminomethylene]-2-pyrazinecarboxamide which melts at 234°-6° C. after reprecipitation from dilute hydrochloric acid with sodium hydroxide

Sources & evidence

ORD record
ord-fdf0c11b78fb4a60b0813aea7d68dda8
Source dataset
uspto-grants-1981_01
Patent number
US04246406

Reaction notes

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