Sulfuric Acid → N-tert-butylpyrazine-2-carboxamide

HRID 582244

Reaction equation

HRID 582244 reaction equation
[C:1]([C:3]1[C:8]([C:9]#[N:10])=[N:7][CH:6]=[CH:5][N:4]=1)#[N:2].[CH3:11][C:12](=[CH2:14])[CH3:13].S(=O)(=O)(O)[OH:16]>C(O)(C)(C)C>[C:12]([NH:10][C:9]([C:8]1[CH:3]=[N:4][CH:5]=[CH:6][N:7]=1)=[O:16])([CH3:13])([CH3:11])[CH3:14].[C:9]([C:8]1[C:3]([C:1]([NH:2][C:12]([CH3:13])([CH3:11])[CH3:14])=[O:16])=[N:4][CH:5]=[CH:6][N:7]=1)#[N:10]

Participants

6

Reactant 3

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 3005142,3-Dicyanopyrazine

Product 2

HCID 4462842N-tert-butylpyrazine-2-carboxamideHCID 542094853-cyano-N-tert-butyl-2-pyrazinecarboxamide

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A compound having the formula (4) can be obtained as follows. The corresponding 2,3-dicyano-pyrazine is reacted with tert-butyl alcohol or isobutylene in the presence of sulfuric acid to obtain the corresponding N-tert-butyl-2-pyrazinecarboxamide and/or 3-cyano-N-tert-butyl-2-pyrazinecarboxamide. Then, thus obtained corresponding N-tert-butyl-2-pyrazinecarboxamide and/or 3-cyano-N-tert-butyl-2-pyrazinecarboxamide are hydrolyzed under an alkaline condition.

Workup

  1. customcan be obtained

Sources & evidence

ORD record
ord-4f655ee5b10741f799c8015f66eaae33
Source dataset
uspto-grants-1999_07
Patent number
US05922873

Linked notes

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