1,3-Propanediamine → HCID 178508783, compound

HRID 2281550Notes

Reaction equation

HRID 2281550 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-e08ac4573e7c4c4f8ef31e93d3bd555d
Source dataset
uspto-grants-2015_09
Patent number
US09139586B2

Reaction notes

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