HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,6-Dichlorobenzothiazole → 4-{4'-[(6-Chloro-1,3-benzothiazol-2-yl)amino]-1,1'-biphenyl-4-yl}-4-oxo-2-(2-phenylethyl)butanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,6-Dichlorobenzothiazole | HCID 77176 | — |
| Reactant | 4-[4'-(1,3-Benzothiazol-2-ylamino)-1,1'-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid | HCID 11475930 | — |
| Reactant | Methyl 4-(4'-amino-1,1'-biphenyl-4-yl)-4-oxo-2-(2-phenylethyl)butanoate | HCID 21985736 | — |
| Product | 4-{4'-[(6-Chloro-1,3-benzothiazol-2-yl)amino]-1,1'-biphenyl-4-yl}-4-oxo-2-(2-phenylethyl)butanoic acid | HCID 11497553 | 25% |
Reaction Steps
This compound was prepared from methyl 4-(4′-amino-1,1′-biphenyl-4-yl)-4-oxo-2-(2-phenylethyl)butanoate (78 mg, 0.20 mmol), 2,6-dichloro-1,3-benzothiazole (61.6 mg, 0.30 mmol) in a similar manner to the method described for 4-[4′-(1,3-benzothiazol-2-ylamino)-1,1′-biphenyl-4-yl]-2,2-dimethyl-4-oxobutanoic acid, providing 26.7 mg (25%) of the desired product. 1H NMR (400 MHz, DMSO-d6) δ 10.80 (br s, 1 H), 7.75-8.05 (m, 9 H), 7.60 (d, 1 H), 7.10-7.40 (m, 6 H), 3.50 (q, 1 H), 3.10 (m, 1 H), 2.85 (m, 1 H), 2.65 (m, 2 H), 1.80 (m, 2 H). LC-MS m/z 541.3 (MH+), ret. time 4.07 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07968576B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-8a8d0f4d06db45b1b4de0d9d0f6dda3f |
| Source note | uspto-grants-2011_06 |