HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Benzamide, 4-amino-5-chloro-N-(2-(cyclopropylamino)ethyl)-2-methoxy-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,1'-Carbonyldiimidazole | HCID 68263 | — |
| Reactant | 4-Amino-5-chloro-2-methoxybenzoic acid | HCID 81626 | — |
| Reactant | N1-cyclopropylethane-1,2-diamine | HCID 10240769 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Benzamide, 4-amino-5-chloro-N-(2-(cyclopropylamino)ethyl)-2-methoxy- | HCID 3079596 | 91.7% |
Reaction Steps
8.06 g (0.04) mole of 2-methoxy-4-amino-5-chlorobenzoic acid and 7.12 g (0.044 mole) of carbonyldiimidazole are suspended in 80 ml of tetrahydrofuran and kept at 30° C. until the end of gas development. The solution of 5 g (0.05 mole) of cyclopropylethylenediamine in 15 ml of tetrahydrofuran is then slowly added, followed by keeping the temperature at 50° C. for 1 hour. After cooling down, the mixture is poured into water, the solid is removed by filtration and crystallized from alcohol, thus obtaining 13 g (91.7%) of 2-methoxy-4-amino-5-chloro-N-(2-(cyclopropylamino)-ethyl)-benzamide, having a melting point of 152°-3° C. Hydrochloride m.p.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05010108 |
| Source dataset | uspto-grants-1991_04 |
| ORD ID | ord-51421908554f4a8288c4657299f16049 |
| Source note | uspto-grants-1991_04 |