Phosphorus oxychloride → 2-Chloro-7-(trifluoromethyl)quinoxaline

HRID 971633Notes

Reaction equation

HRID 971633 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:12]=[C:11]2[C:6]([N:7]=[CH:8][C:9](=O)[NH:10]2)=[CH:5][CH:4]=1.P(Cl)(Cl)([Cl:18])=O.FC(F)(F)C1C=C2C(=CC=1)NC(=O)C=N2>>[Cl:18][C:9]1[CH:8]=[N:7][C:6]2[C:11](=[CH:12][C:3]([C:2]([F:15])([F:14])[F:1])=[CH:4][CH:5]=2)[N:10]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 126863906-(Trifluoromethyl)quinoxalin-2(1H)-oneHCID 158933757-(Trifluoromethyl)quinoxalin-2(1H)-one

Product 1

HCID 213131612-Chloro-7-(trifluoromethyl)quinoxaline

Procedure

This 7-trifluoromethylquinoxalin-2-one was allowed to react with phosphorus oxychloride (in the same manner as described above for 6-trifluoromethylquinoxalin-2-one) to yield the intermediate 2-chloro-7-trifluoromethylquinoxaline having a melting point of about 119°-120° C. This compound was allowed to react with ammonia, in the manner described above, to yield the 2-amino-7-trifluoromethylquinoxaline, having a melting point of about 192°-194° C., and identified by IR spectrum.

Sources & evidence

ORD record
ord-72ace1c8d1e54a2f859386664fb8f681
Source dataset
uspto-grants-1979_07
Patent number
US04160834

Reaction notes

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