HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 22117812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanamine, N-methoxy-, hydrochloride (1:1) | HCID 81138 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-Bromo-4-chlorobenzoic acid | HCID 2735544 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22117812 | HCID 22117812 | 96.1% |
Reaction Steps
To a stirred solution of 10.0 g of 3-bromo-4-chlorobenzoic acid in 275 ml of anhydrous dichloromethane at 0° C. were added 7.6 g of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 5.5 ml of triethylamine followed by 3.9 g of N,O-dimethylhydroxylamine hydrochloride. After stirring overnight at room temperature the mixture was washed with 200 ml of water and then with 200 ml of a 1M solution of hydrochloric acid. The organic solution was dried over anhydrous sodium sulphate and concentrated under reduced pressure to give 10.7 g of 3-bromo-4-chloro-N-methoxy-N-methylbenzamide as a cream solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05969139 |
| Source dataset | uspto-grants-1999_10 |
| ORD ID | ord-10a0a14282b74af380643b34c9cf6e5d |
| Source note | uspto-grants-1999_10 |