GB457518A - Process for the manufacture of 2.4-dinitro-3:6-dihalogenanilines - Google Patents
Process for the manufacture of 2.4-dinitro-3:6-dihalogenanilinesInfo
- Publication number
- GB457518A GB457518A GB31295/35A GB3129535A GB457518A GB 457518 A GB457518 A GB 457518A GB 31295/35 A GB31295/35 A GB 31295/35A GB 3129535 A GB3129535 A GB 3129535A GB 457518 A GB457518 A GB 457518A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dinitro
- sulphuric acid
- specific gravity
- dichloraniline
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
2 : 4-Dinitro-3 : 6-dihalogenanilines are prepared (1) by treating 3 : 6-dihalogen-4-nitranilines with nitric acid of specific gravity about 1,54, or (2) by treating 3 : 6-dihalogen-N-alkylsulphonylanilines with nitric acid of specific gravity not below about 1,4 in the absence of sulphuric acid, and subsequently removing the alkylsulphonyl group by hydrolysis, or (3) by treating 3 : 6-dihalogen-N-arylsulphonyl group by hydrolysis, Process (1) may be effected in the presence or absence of sulphuric acid; if sulphuric acid is present the 2 : 4-dinitro-3 : 6-dihalogenaniline is obtained directly, but if sulphuric acid is absent the 3 : 6-dihalogen-4-nitrophenylnitramine is first obtained, and is then converted into the 2 : 4-dinitro-3 : 6-dihalogenaniline by treatment with sulphuric acid. The products are useful as diazo components in the manufacture of azo dyes. In the examples, (1) 3 : 6-dichloro 4-nitraniline is treated with sulphuric acid monohydrate and nitric acid of specific gravity 1,54; 2 : 4-dinitro-3 : 6-dichloraniline is obtained; (2) 2 : 4 - dinitro - 3 : 6 - dibromaniline is obtained similarly from 3 : 6-dibromo-4-nitraniline; (3) 3 : 6-dichloro-4-nitraniline is treated with nitric acid of specific gravity 1,54, and the 3 : 6-dichloro-4-nitrophenylnitramine so obtained is treated with sulphuric acid, this yielding 2 : 4-dinitro-3 : 6-dichloraniline; (4) N-methanesulphonyl-3 : 6-dichloraniline is boiled with nitric acid of specific gravity 1,4 to yield N-methanesulphonyl - 2 : 4 - dinitro - 3 : 6-dichloraniline, which is then warmed with sulphuric acid to split off the methanesulphonyl group; (5) N-p-toluenesulphonyl-3 : 6-dichloraniline is treated with nitric acid of specific gravity 1,54 to yield N-(3<1>-nitro-4<1>-methylbenzenesulphonyl)-3 : 6-dichlor-2 : 4-dinitraniline, which is then warmed with sulphuric acid to split off the arylsulphonyl group; 3 - nitro - 4 - methylbenzenesulphonic acid is obtained as a by-product. The Specification as open to inspection under Sect. 91 states that the 2 : 4-dinitro-3 : 6-dihalogenanilines may be prepared by nitrating N-alkylsulphonyl- or N-arylsulphonyl-4-nitro-3 : 6-dihalogenanilines, and includes an example in which N-p-toluenesulphonyl-4-nitro-3 : 6-dichloraniline is treated with nitric acid of specific gravity 1,52 to yield an initial product identical with that of example 5 above, which is then hydrolyzed as described in that example. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH457518X | 1934-11-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB457518A true GB457518A (en) | 1936-11-30 |
Family
ID=4515644
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB31295/35A Expired GB457518A (en) | 1934-11-24 | 1935-11-12 | Process for the manufacture of 2.4-dinitro-3:6-dihalogenanilines |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB457518A (en) |
-
1935
- 1935-11-12 GB GB31295/35A patent/GB457518A/en not_active Expired
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