Reference

Intestinal metabolism of 2,4-dinitrotoluene in rats

Intestinal metabolism of 2,4-dinitrotoluene in rats. Mori, Masaaki; Kudo, Yoshiko; Nunozawa, Tetsuji; Miyahara, Tatsuro; Kozuka, Hiroshi (Fac. Pharm. Sci., Toyama Med. Pharm. Univ., Toyama 930-01, Japan). Chem. Pharm. Bull., 33(1), 327-32 (English) 1985. CODEN: CPBTAL. ISSN: 0009-2363. DOCUMENT TYPE: Journal CA Section: 4 (Toxicology) The pathways of metab. of 2,4-dinitrotoluene (2,4-DNT)(I) [121-14-2] in the cecal microflora of rats were studied. I was not metabolized by this prepn. in the presence of O. Under anaerobic conditions, an ordered sequence of reductive metab. was obsd. I was reduced to 2-amino-4-nitrotoluene [99-55-8] and 4-amino-2-nitrotoluene [119-32-4] via 2-hydroxylamino-4-nitrotoluene [95860-07-4] and 4-hydroxylamino-2-nitrotoluene [43192-03-6]. The 2 aminonitrotoluenes were then reduced to 2,4-diaminotoluene (2,4-DAT) [95-80-7]. No intermediates in this sequence could be isolated. Thus, the rat intestinal microflora catalyze the reductive metab. of I and the redn. of I to 2,4-DAT may play a role in the carcinogenicity of I.

1-Methyl-2,6-diamino-3-isopropylbenzene

1-Methyl-2,6-diamino-3-isopropylbenzene. Ihrman, Kryn G. (Ethyl Corp., USA). U.S. US 4440952 A 3 Apr 1984, 4 pp. Cont.-in-part of U.S. Ser. No. 403,289. (English). (United States of America). CODEN: USXXAM. CLASS: IC: C07C087-58. NCL: 564305000. APPLICATION: US 82-427139 29 Sep 1982. PRIORITY: US 82-397488 12 Jul 1982; US 82-403289 30 Jul 1982. DOCUMENT TYPE: Patent CA Section: 35 (Chemistry of Synthetic High Polymers) Diaminotoluenes are alkylated by treating the diamines at elevated temps. and pressures with an alkene having 33 C atoms in the presence of an Al anilide catalyst. Thus, 2,4-diaminotoluene [95-80-7] 219.6, Et3Al 41, and PhNH2 33.5 g were heated to 150°, cooled, heated to 300°, and treated with liquefied propylene [115-07-1] to give 203 g reaction product, which was hydrolyzed with 25% NaOH and filtered hot to give 187 g product contg. mainly 2,4-diamino-5-isopropyl-1-methylbenzene (I) [90332-87-9]. I (2.61 g) and 12.5 g Jefferson 6503 polyol were mixed, heated to 150°, cooled to room temp., mixed with 1 drop Bu2Sn dilaurate, and treated with 5.3 g Isonate 143 L to give polyurea-polyurethane [90599-83-0] having gelation time 4 s, tack-free time 5 s, and firm time 6 s.