Hydrogen Sulfide → HCID 178430805, compound

HRID 1680199Notes

Reaction equation

HRID 1680199 reaction equation
S.[NH2:2][C:3]1[C:4]([C:11]([NH:13][C:14]2[NH:19][C:18]([CH3:21])([CH3:20])[N:17]=[C:16]([S:22]C)[N:15]=2)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1.C(N(CC)CC)C>N1C=CC=CC=1>[ClH:10].[NH2:2][C:3]1[C:4]([C:11]([NH:13][C:14]2[NH:19][C:18]([CH3:20])([CH3:21])[N:17]=[C:16]([SH:22])[N:15]=2)=[O:12])=[N:5][C:6]([Cl:10])=[C:7]([NH2:9])[N:8]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 178503454HCID 178503454, compound

Product 1

HCID 178430805HCID 178430805, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Hydrogen sulfide is slowly bubbled with a solution of 3,5-diamino-6-chloro-N-(3,4-dihydro-4,4-dimethyl-6-methylthio-1,3,5-triazin-2-yl)-2-pyrazinecarboxamide (1.0 g., 0.0029 mole) in pyridine (25 ml.) containing triethylamine (1.5 ml.) for a period of five hours. Nitrogen is bubbled into the reaction mixture to remove excess hydrogen sulfide which is then poured into ice water (100 ml.). The collected solid is dissolved in hot water (75 ml.) containing hydrochloric acid (0.5 ml.) then cooled to give 3,5-diamino-6-chloro-N-(3,4-dihydro-4,4-dimethyl-6-mercapto-1,3,5-triazin-2-yl)-2-pyrazincarboxamide hydrochloride which melts at 232° C. with decomposition.

Workup

  1. customNitrogen is bubbled into the reaction mixture
  2. customto remove excess hydrogen sulfide which
  3. additionis then poured into ice water (100 ml.)
  4. dissolutionThe collected solid is dissolved in hot water (75 ml.)
  5. additioncontaining hydrochloric acid (0.5 ml.)
  6. temperaturethen cooled

Sources & evidence

ORD record
ord-0ba37357322341bd9ca9ad4bba36f3e4
Source dataset
uspto-grants-1981_06
Patent number
US04272537

Reaction notes

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