HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → Methyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Methyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoate | HCID 23032992 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | Methyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoate | HCID 23033013 | 90% |
Reaction Steps
JP-A-2001-519788 describes a process for preparing a 5-alkoxy-4-halogenoalkoxyanthranilic acid compound from a 5-alkoxy-4-halogenoalkoxy-2-nitrobenzoic acid compound. For example, methyl 4-(3-chloropropoxy)-5-methoxy-2-nitrobenzoate is reacted with a very excessive amount of iron and ammonium chloride in a mixture of water and methanol, to give methyl 2-amino-4-(3-chloropropoxy)-5-methoxybenzoate (i.e., ethyl 4-(3-chloropropoxy)-5-methoxyanthranilate) in 90% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367824B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-a366a0d28bb14f919f4316e07b79a59b |
| Source note | uspto-grants-2013_02 |