HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Ethanediamine, N1,N1-bis(1-methylethyl)- → 4-(2-Diisopropylaminoethylamino)benzenesulfonic acid 2-aminobenzothiazol-6-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Ethanediamine, N1,N1-bis(1-methylethyl)- | HCID 8459 | — |
| Reactant | 4-Fluorobenzenesulfonic acid 2-aminobenzothiazol-6-yl ester | HCID 57980814 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-(2-Diisopropylaminoethylamino)benzenesulfonic acid 2-aminobenzothiazol-6-yl ester | HCID 57980858 | 99.1% |
Reaction Steps
A solution of 4-fluorobenzenesulfonic acid 2-aminobenzothiazol-6-yl ester (intermediate 16) (100 mg, 0.225 mmol) and N,N-diisopropylethylenediamine (395 μl, 2.25 mmol) in 5 ml of NMP is heated at 150° C. by microwave using an “Emrys™ Optimizer” machine for 20 minutes. The crude reaction product is taken up in 50 ml of ethyl acetate and the resulting solution is washed with 5 times 50 ml of water. After separation of the phases by settling, the organic phase is dried over sodium sulfate, filtered and evaporated under reduced pressure to give 100 mg of 4-(2-diisopropylaminoethylamino)benzenesulfonic acid 2-aminobenzothiazol-6-yl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632952B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-f610471f86664f0d8ae9a74b2c62612b |
| Source note | uspto-grants-2009_12 |