Reaction equation
CC1OC([S:7](=[O:10])(=[O:9])[NH2:8])=C(C(O)=O)C=1.[CH3:14][C:15]1[O:16][CH:17]=[CH:18][C:19]=1[CH3:20].[Na+].[CH3:22][C:23]1[CH:24]=C(S([O-])(=O)=O)O[C:27]=1C.P(Cl)(Cl)(Cl)(Cl)Cl.C(N)(C)(C)C>>[C:23]([NH:8][S:7]([C:18]1[C:19]([CH3:20])=[C:15]([CH3:14])[O:16][CH:17]=1)(=[O:9])=[O:10])([CH3:24])([CH3:27])[CH3:22]Participants
6
Procedure
Analogous to the preparation of the 5-methyl-2-sulfamoyl-furan-3-carboxylic acid (see starting compound of Example 1), 2,3-dimethyl-furan [K. C. Rice and J. R. Dyer, J. Heterocycl. Chem. 12, 1325 (1975)] was converted with sulfur trioxide-pyridine complex into the 4,5-dimethyl-furan-2-sulfonic acid sodium salt and treated with phosphorus pentachloride and tert. butylamine. N-tert. butyl-4-,5-dimethyl-furan-3-sulfonamide was obtained with a yield of 34% of theory. M.p. 95°-96° C. (from petroleum ether).
Sources & evidence
- ORD record
- ord-8b93a81753ca48d6b28337f1b76e719a
- Source dataset
- uspto-grants-1980_11
- Patent number
- US04233333
Linked notes
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