HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosulfamic acid → tert-butyl 6-(4-amino-2,2-dioxo-1H-benzo[c][1,2,6]thiadiazin-5-yloxy)hexylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosulfamic acid | HCID 24499 | — |
| Reactant | Tert-butyl 6-(3-amino-2-cyanophenoxy)hexylcarbamate | HCID 66746101 | — |
| Product | tert-butyl 6-(4-amino-2,2-dioxo-1H-benzo[c][1,2,6]thiadiazin-5-yloxy)hexylcarbamate | HCID 66746882 | 59.5% |
Reaction Steps
Prepared as in Example 274 from tert-butyl 6-(3-amino-2-cyanophenoxy)hexylcarbamate (Example 281a) and sulfamoyl chloride in 59.5% yield. 1H NMR (400 MHz, DMSO-d6) δ 1.274 (m, 2H), 1.339 (s, 9H), 1.361 (m, 4H), 1.779 (pentet, J=7 Hz, 2H), 2.878 (q, J=6 Hz, 2H), 4.122 (t, J=6 Hz, 2H), 6.580 (d, J=8 Hz, 1H), 6.722 (d, J=8 Hz, 1H), 6.75 (br t, J=6 Hz, 1H), 7.428 (t, J=8 Hz, 1H), 7.798 (br. s, 1H), 8.323 (br. s, 1H), 10.921 (s, 1H). MS 413 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08633186B2 |
| Source dataset | uspto-grants-2014_01 |
| ORD ID | ord-7b78deba39a84760b4e90edd46610a9b |
| Source note | uspto-grants-2014_01 |