Water → Phenyl 5-phenylpyrazin-2-ylcarbamate

HRID 480048Notes

Reaction equation

HRID 480048 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-9531b46a5bbf4089b8053e2a46c70961
Source dataset
uspto-grants-2003_11
Patent number
US06649624B2

Reaction notes

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