1,3-Propanediamine → HCID 178508783, compound

HRID 2365474Notes

Reaction equation

HRID 2365474 reaction equation
[NH2:1][C:2]1[C:3]([C:10]([NH:12][C:13](=[NH:16])SC)=[O:11])=[N:4][C:5]([Cl:9])=[C:6]([NH2:8])[N:7]=1.[NH2:17][CH2:18][CH2:19][CH2:20]N>CC(O)C>[NH:17]1[CH2:18][CH2:19][CH2:20][NH:16][C:13]1=[N:12][C:10]([C:3]1[C:2]([NH2:1])=[N:7][C:6]([NH2:8])=[C:5]([Cl:9])[N:4]=1)=[O:11]

Participants

4

Reactant 2

HCID 4281,3-PropanediamineHCID 1404443183,5-Diamino-6-chloro-N-[(methylsulfanyl)methanimidoyl]pyrazine-2-carboxamide2×

Product 1

HCID 178508783HCID 178508783, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

1-(3,5-Diamino-6-chloro-pyrazine-2-carbonyl)-2-methyl-isothiourea (Intermediate A) (1.0 g, 2.58 mmol) is suspended in propan-2-ol (10 ml) and 1,3-diaminopropane (0.32 ml, 3.9 mmol) is added. The mixture is heated at 60° C. for 18 hours and then allowed to cool to room temperature and the solids present are collected by filtration. The solids are washed with THF and MeOH to yield the title compound as a yellow solid; [M+H]+ 270

Workup

  1. temperatureto cool to room temperature
  2. filtrationthe solids present are collected by filtration
  3. washThe solids are washed with THF and MeOH

Sources & evidence

ORD record
ord-b44db9bdb2714afa8377163dea66ba5e
Source dataset
uspto-grants-2014_04
Patent number
US08697687B2

Reaction notes

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