HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-Dimethyl-1,3-propanediamine → 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (3-dimethylamino-propyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N,N-Dimethyl-1,3-propanediamine | HCID 7993 | — |
| Reactant | 4'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid(3-dimethylamino-propyl)-amide | HCID 10347182 | — |
| Reactant | 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid | HCID 21899976 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2'-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (3-dimethylamino-propyl)-amide | HCID 10456336 | — |
Reaction Steps
2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (3-dimethylamino-propyl)-amide was synthesized as described for 4′-(2-phenoxy-ethylsulfanylmethyl)-biphenyl-3-carboxylic acid (3-dimethylamino-propyl)-amide. 2′-(2-Phenoxy-ethylsulfanylmethyl)-biphenyl-2-carboxylic acid (0.7 g, 1.92 mmol, 1 eq.) in anhydrous THF was treated with 1,1-carbonyldiimidazole (0.32 g, 1.96 mmol, 1.02 eq.) and 3-(dimethylamino)propylamine (0.30 g, 2.30 mmol, 1.2 eq.). When complete, the reaction was worked up as described leaving an orange oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07132456B2 |
| Source dataset | uspto-grants-2006_11 |
| ORD ID | ord-4d10bd538a3247a7bcb0d1090bafe4f7 |
| Source note | uspto-grants-2006_11 |