Water → Phenyl 5-phenylpyrazin-2-ylcarbamate

HRID 1935691Notes

Reaction equation

HRID 1935691 reaction equation
[C:1](Cl)(=[O:9])[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:11][C:12]1[CH:17]=[N:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][N:13]=1.O.C(OCC)C>N1C=CC=CC=1>[C:18]1([C:15]2[N:16]=[CH:17][C:12]([NH:11][C:1](=[O:9])[O:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)=[N:13][CH:14]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 15891Phenyl chloroformateHCID 5987342-Amino-5-phenylpyrazine

Product 1

HCID 9879110Phenyl 5-phenylpyrazin-2-ylcarbamate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Phenyl chlorocarbonate (15.05 mL) was added at 0° C. to a solution of 2-amino-5-phenylpyrazine (17.12 g) in pyridine (200 mL). The mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water (200 mL) and ethyl ether (200 mL). The whole was stirred to provide a suspension containing the subject compound as a crystal. The crystal was collected by filtration and further washed with ethyl ether (50 mL) and then dried under reduced pressure to provide the subject compound (24.57 g) as colorless crystals (melting point 192-198° C., decomposed ).

Workup

  1. stirringThe whole was stirred
  2. customto provide a suspension
  3. filtrationThe crystal was collected by filtration
  4. washfurther washed with ethyl ether (50 mL)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-c856c285e0aa4b46a375e759f62346d6
Source dataset
uspto-grants-2002_05
Patent number
US06388077B1

Reaction notes

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