HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chloroaniline → HCID 68408190, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chloroaniline | HCID 7932 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | HCID 63615646 | HCID 63615646 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68408190 | HCID 68408190 | 27.3% |
Reaction Steps
A solution of 2-tert-butoxycarbonylamino-5-methyl-thiophene-3-carboxylic acid (1.16 g, 4.49 mmol) in dimethylformamide (50.00 ml) was treated with 3-chloro aniline (0.86 g, 6.73 mmol), DIPEA (1.74 g, 13.47 mmol) and TBTU (2.16 g, 6.73 mmol) and stirred at room temperature for 48 h. The volatiles were evaporated and the residue purified by flash chromatography (heptane/ethyl acetate), to yield [3-(3-chloro-phenylcarbamoyl)-5-methyl-thiophen-2-yl]-carbamic acid tert-butyl ester (0.45 g, 27%) as a yellow solid, MS (ISP): m/e=368.6 (M+H+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07678815B2 |
| Source dataset | uspto-grants-2010_03 |
| ORD ID | ord-e699837cf8b34c9ba1533eeb2cbeeac0 |
| Source note | uspto-grants-2010_03 |