Pyridine → HCID 21561983, compound

Reaction equation

[N:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[C:12]([NH2:14])=[CH:11][CH:10]=[CH:9]2)=[N+:2]=[N-:3].N1C=CC=CC=1.[C:21](Cl)(=[O:23])[CH3:22]>CCOCC>[C:21]([NH:14][C:12]1[C:13]2[C:8](=[CH:7][CH:6]=[CH:5][C:4]=2[N:1]=[N+:2]=[N-:3])[CH:9]=[CH:10][CH:11]=1)(=[O:23])[CH3:22]

Participants

Procedure

To a stirred solution of 8-azido-1-naphthylamine (1.84 g., 0.01 mole) in 70 ml. of pyridine was added a solution of acetyl chloride (0.784 g., 0.01 mole) in 10 ml. of ether. The mixture was warmed on a steam bath for 30 minutes. The solvents were removed in vacuo and the residue washed with water and dried. Recrystallization from hexane provided 1-acetamido-8-azidonaphthalene in the form of colorless, long needles having a yield of 2.1 g., 93 percent, m.p. 148°C.-149°C., Lit. m.p. 147°C.-148°C. and an analysis of: Calcd. for C12H10N4C: C, 63.70; H, 4.46; N, 24.77 Found: C, 63.90; H, 4.14; N, 24.66