HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfur Dioxide → 3-Amino-4-bromo-2,5-diisopropylbenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfur Dioxide | HCID 1119 | — |
| Reactant | 2,5-Bis(propan-2-yl)aniline | HCID 15442601 | — |
| Reactant | 4-Bromo-2,5-diisopropyl-3-nitrobenzenesulfonamide | HCID 21491961 | — |
| Reactant | 4-Bromo-2,5-diisopropyl-3-nitroaniline | HCID 21492033 | — |
| Reactant | 4-Bromo-2,5-diisopropylaniline | HCID 21492126 | — |
| Product | 3-Amino-4-bromo-2,5-diisopropylbenzenesulfonamide | HCID 21491932 | — |
Reaction Steps
3-Amino-4-bromo-2,5-diisopropylbenzenesulfonamide is prepared by known general methods (L. F. Fieser and M. Fieser, Reinhold Publishing Corp., N. Y., 3rd ed., 1956, pgs 599-602) from 2,5-diisopropylaniline by acylation to 2,5-diisopropylacetanilide, bromination to 4-bromo-2,5-diisopropylacetanilide, hydrolysis to 4-bromo-2,5-diisopropylaniline, nitration to 4-bromo-2,5-diisopropyl-3-nitroaniline, diazotization in the presence of cuprous chloride and sulfur dioxide to 4-bromo-2,5-diisopropyl-3-nitrobenzenesulfonamide (method of Example 6) and reduction.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03997603 |
| Source dataset | uspto-grants-1976_12 |
| ORD ID | ord-1941e9f06c8c450684175aba3f097cf1 |
| Source note | uspto-grants-1976_12 |