Water → HCID 14576428, compound

HRID 2371380Notes

Reaction equation

HRID 2371380 reaction equation
[NH2:1][C:2]1[C:7](Cl)=[N:6][C:5]([C:9]#[N:10])=[C:4]([C:11]#[N:12])[N:3]=1.[CH:13]1([NH2:18])[CH2:17][CH2:16][CH2:15][CH2:14]1.O>O1CCCC1>[NH2:1][C:2]1[C:7]([NH:18][CH:13]2[CH2:17][CH2:16][CH2:15][CH2:14]2)=[N:6][C:5]([C:9]#[N:10])=[C:4]([C:11]#[N:12])[N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 2906CyclopentylamineHCID 6016455-Amino-6-chloro-2,3-dicyanopyrazine

Product 1

HCID 14576428HCID 14576428, compoundYield 93.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
40 °C

Procedure

4.2 g (0.023 mol) of 2-amino-3-chloro-5,6-dicyanopyrazine was dissolved in 50 ml of dry tetrahydrofuran, and 4.0 g (0.047 mol) of cyclopentylamine was dropwise added thereto at room temperature. After completion of the dropwise addition, the mixture was stirred at 40° C. for 1 hour, and the reaction solution was poured into 500 ml of water. The precipitated solid was collected by filtration and recrystallized from isobutyl alcohol to obtain 4.9 g of slightly yellow crystals (yield: 93.4%, decomposition point: 222° C.).

Workup

  1. customat room temperature
  2. additionAfter completion of the dropwise addition
  3. filtrationThe precipitated solid was collected by filtration
  4. customrecrystallized from isobutyl alcohol

Sources & evidence

ORD record
ord-b2ab07f246684d1396ffd9e0635e80d4
Source dataset
uspto-grants-1992_03
Patent number
US05093335

Reaction notes

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