Hydrogen Sulfide → HCID 57263061, compound

HRID 1389889Notes

Reaction equation

HRID 1389889 reaction equation
[NH2:1][C:2]1[C:3]([C:13]([NH:15][C:16]#[N:17])=[O:14])=[N:4][C:5]([Cl:12])=[C:6]([NH:8][CH:9]([CH3:11])[CH3:10])[N:7]=1.C(N(CC)CC)C.[SH2:25]>N1C=CC=CC=1>[NH2:1][C:2]1[C:3]([C:13]([NH:15][C:16]([NH2:17])=[S:25])=[O:14])=[N:4][C:5]([Cl:12])=[C:6]([NH:8][CH:9]([CH3:11])[CH3:10])[N:7]=1

Participants

5

Reactant 3

HCID 402Hydrogen SulfideHCID 8471TriethylamineHCID 57059080HCID 57059080, compound

Product 1

HCID 57263061HCID 57263061, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

To a stirred solution of (3-amino-5-isopropylamino-6-chloropyrazinoyl)cyanamide (6.0 g., 0.0235 mole) in pyridine (40 ml) is added triethylamine (4 ml.). The reaction mixture is heated on a steam bath for 11/2 hours while a slow stream of hydrogen sulfide gas is bubbled into the solution. The reaction mixture is cooled and added to ice-water to give 6 g. of (3-amino-5-isopropylamino-6-chloropyrazinoyl)thiourea which melts at 195° C. after recrystallization from ethanol.

Workup

  1. customis bubbled into the solution
  2. temperatureThe reaction mixture is cooled
  3. additionadded to ice-water
  4. customto give 6 g
  5. customof (3-amino-5-isopropylamino-6-chloropyrazinoyl)thiourea which melts at 195° C. after recrystallization from ethanol

Sources & evidence

ORD record
ord-ba441749e8ed4f0996a0cf1268faed20
Source dataset
uspto-grants-1981_01
Patent number
US04246406

Reaction notes

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