Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | Sulfamic Acid | HCID 5987 | — |
| Reactant | 2-Chloro-4-nitroaniline | HCID 8492 | — |
| Reactant | Nitrosylsulfuric acid | HCID 82157 | — |
| Reactant | HCID 67267009 | HCID 67267009 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59141509 | HCID 59141509 | — |
Reaction Steps
5.2 parts of 2-chloro-4-nitroaniline, 20 parts of propionic acid and 30 parts of acetic acid were charged and cooled to 5° C. 11.4 parts of 40% (w/w) nitrosyl sulfuric acid were added, whilst the temperature was held below 10° C. The diazotization mixture was stirred for a further 2 hrs at 5-10° C. To a separate vessel were charged 7.0 parts of 4-(ethyl-phenyl-amino)-butyric acid vinyl ester, 100 parts of methanol, 1 part sulfamic acid and 100 parts of ice. With stirring, the diazotization mixture was slowly added followed by a further 300 parts of ice. The reaction mixture was stirred over night and the product was isolated by filtration, washed with water and dried to yield 10.4 parts of 4-{[4-(2-chloro-4-nitrophenylazo)-phenyl]-ethyl-amino}-butyric acid vinyl ester. λmax=509 nm (DMF).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07871446B2 |
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| Source dataset | uspto-grants-2011_01 |
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| ORD ID | ord-c669119f93f449259916480829767a9b |
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| Source note | uspto-grants-2011_01 |
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