Hydrochloric Acid → 2-Amino-5-bromobenzonitrile

反応式

BrC1C=CC([N+]([O-])=O)=C(C=1)N.[Br:12][C:13]1[CH:14]=[CH:15][C:16]([N+:21]([O-])=O)=[C:17]([CH:20]=1)[C:18]#[N:19].NC1C=CC=CC=1.N([O-])=O.[Na+].Cl>>[Br:12][C:13]1[CH:14]=[CH:15][C:16]([NH2:21])=[C:17]([C:18]#[N:19])[CH:20]=1

参加物

反応物 5

HCID 313Hydrochloric Acid2 回

HCID 6115Aniline

HCID 3194895-Bromo-2-nitrobenzonitrile

HCID 53147665-Bromo-2-nitroaniline

HCID 23668193Sodium Nitrite

生成物 1

HCID 4297402-Amino-5-bromobenzonitrile

実験手順

5-bromo-2-nitroaniline is converted into 5-bromo-2-nitrobenzonitrile by treating the aniline derivative with sodium nitrite and hydrochloric acid and reacting the resulting diazonium salt with cuprous cyanide as in Example 2. The nitro group is reduced with stannous chloride and hydrochloric acid to give 4-bromo-2-cyanoaniline.