Hydrochloric Acid → 2-Amino-5-bromobenzonitrile

반응식

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

참가 물질

반응물 5

HCID 313Hydrochloric Acid2회

HCID 6115Aniline

HCID 3194895-Bromo-2-nitrobenzonitrile

HCID 53147665-Bromo-2-nitroaniline

HCID 23668193Sodium Nitrite

생성물 1

HCID 4297402-Amino-5-bromobenzonitrile

실험 절차

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.