Ammonia → amaron

HRID 461624Notes

Reaction equation

HRID 461624 reaction equation
[N+:1]([C:4]1([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)O1)([O-])=O.[NH3:19]>>[C:13]1([C:4]2[C:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)=[N:19][C:4]([C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=3)=[C:6]([C:7]3[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=3)[N:1]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 12246834HCID 12246834, compound

Product 1

HCID 275938amaron

Procedure

12 parts of 2-nitro-2,3-diphenyl-oxirane melting at from 109° to 110° C and 100 parts by volume of liquid ammonia are shaken for 6 hours in an autoclave at 100° and 65 atmospheres. After evaporation of the ammonia, the solid residue is treated with water and the constituent left undissolved is filtered off and recrystallized from glacial acetic acid. 5.2 parts of 2,3,5,6-tetraphenylpyrazine (54% of theory) melting at from 253° to 254° C are obtained.

Workup

  1. customAfter evaporation of the ammonia
  2. additionthe solid residue is treated with water
  3. waitthe constituent left undissolved
  4. filtrationis filtered off
  5. customrecrystallized from glacial acetic acid
  6. custommelting at from 253° to 254° C
  7. customare obtained

Sources & evidence

ORD record
ord-baf76a2d4884436388faf5b60b3e5983
Source dataset
uspto-grants-1977_12
Patent number
US04064124

Reaction notes

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