HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-pyridinesulfonamide-1-oxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Phenyl carbamate | HCID 69322 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 2-Amino-4,6-dimethoxypyrimidine | HCID 118946 | — |
| Reactant | 3-Chloropyridine-2-sulfonamide | HCID 14653191 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-pyridinesulfonamide-1-oxide | HCID 14653193 | — |
Reaction Steps
To a stirring solution of the N-oxide of 3-chloro-2-pyridinesulfonamide (85 mg, 0.4 mmol) and the phenyl carbamate of 4,6-dimethoxy-2-aminopyrimidine (114 mg, 0.40 mmol) in acetonitrile was added DBU (62 mg, 0.40 mmol). Addition of H2O followed by 5% HCl caused a precipitate to form which was collected, m.p. 144°-147° C. NMR (200 MHz, d6 -DMSO) δ 3.91 (s, 6H), 5.998 (s, 1H), 7.7 (m, 2H), 8.4 (d, 1H), 10.8 (br s, 1H) and 13.1 (br s, 1H); IR (nujol) 1710 (s) cm-1 ; mass spectrum m/e 390 (M+, calc. for C12H12ClN5O6S 389+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04789465 |
| Source dataset | uspto-grants-1988_12 |
| ORD ID | ord-99f0a07897394466824deb4e90cc583d |
| Source note | uspto-grants-1988_12 |