Catalytic Reduction of Aromatic Nitro Compounds with Hydrazine (Part 2) -Active Carbon Iron (III) Chloride Catalyst-

DOI Web Site

Bibliographic Information

Other Title
  • 芳香族ニトロ化合物のヒドラジン還元(その2) ―活性炭-塩化鉄(III)触媒―
  • 芳香族ニトロ化合物のヒドラジン還元　ＩＩ　　芳香族ニトロ化合物のヒドラジン還元（２）　　活性炭‐塩化鉄（ＩＩＩ）触媒

Search this article

Description

A catalytic reduction of aromatic nitro compounds to aromatic amino compounds with hydrazine in the presence of iron (III) chloride and active carbon was studied. The reduction was carried out over the range from room temperature to 80° C. The corresponding amino compounds of excellent purity were obtained in good yields (80 to 99%). Dinitro compounds were partially reduced by this method to give the corresponding nitro-amino compounds of excellent purity in good yield.<BR>The reaction may be expressed as follows:<BR>and the corresponding hydroxylamine, RNHOH, was detected as the intermediate in this reduction. Results on the reduction of various nitro compounds are as follows (substituents of nitrobenzene, mp (° C) of amine, yield (%) are given): p-Cl-13, 98.9 (gc); p-Cl, 75 (gc); m-CH3O, 96 (gc); p-CH3O, 98 (gc); o-CH3O, 97.5 (gc); o-S03H, 73; 2, 3- (CHO 2) 45.5-50, 99; p-CH3CONH, 165-166, 91.8; 2, 5- (CF1, 0) (CH, CONH), 110-110.5, 93.5; pC61-150, 83.5-84, 98; 4- (p-CF3OC6H4NH), 101.5-102, 90.5; 2, 5, 4- (C2CF150) 2 (C8H5CONH) 100-101, 98; 2, 4, 5- (CH80)2Cl, 91-92, 87; 4-NH2, 146-148, 89.8; 3-NH2, 6062, 99; 3-CN, 52.5-53, 91.5; 4- (P-NO2C6H40), 187-187.5, 97.6; 2, 4, 5- (HO) (CH3) (Cl), 139-139.5, 92.6; partial reduction: 3-NO2, 112.5-113.5, 97.4; 3, 4- (NO2) (CH3O), 112, -114, 66; 3, 4- (NO2) (OH), 136-137. Naphthalenes (substituents, mp (° C) of diamine, yield (%) are given): 1, 5- (NO2) 2, 189-190, 95; 1, 8- (NO2)2, 62.5, -63, 81; (gc): analyzed by GLC.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1975 (7), 1223-1227, 1975-07-10

    The Chemical Society of Japan

Keywords

Details 詳細情報について

Report a problem

Back to top