HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → N,N-bis(2-methoxyethyl)-4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]-2-nitroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | N-Hydroxy-2-methoxy-benzamidine | HCID 4652214 | — |
| Reactant | 4-[Bis(2-methoxyethyl)amino]-3-nitrobenzoic acid | HCID 59606538 | — |
| Product | N,N-bis(2-methoxyethyl)-4-[3-(2-methoxyphenyl)-1,2,4-oxadiazol-5-yl]-2-nitroaniline | HCID 25256655 | — |
Reaction Steps
Oxalyl chloride (190 mg; 1.5 mmol; 3 eq.), Intermediate 31 (149 mg; 0.5 mmol; 1 eq.), Intermediate 1 (83 mg; 0.5 mmol, 1 eq.) and DIEA (194 mg; 1.5 mmol; 3 eq.) were reacted according to general procedure 2. Purification by column chromatography c-hexane/ethyl acetate, 50/50) followed by crystallisation from Et2O/n-pentane afforded the title compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889668B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-fe31f40fbe1d4f95913eb4f77e19689e |
| Source note | uspto-grants-2014_11 |