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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1788878Generated: October 26, 2026

Hydrochloric Acid → 3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-[(2-oxotetrahydro-3-furanylidene)methyl]benzenesulfonamide

https://huagongshe.com/reaction/1788878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantCarbamic acid, N-(4,6-dimethoxy-2-pyrimidinyl)-, phenyl esterHCID 10945667—
ReactantHCID 53966879HCID 53966879—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product3-Chloro-N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2-[(2-oxotetrahydro-3-furanylidene)methyl]benzenesulfonamideHCID 5437798785.3%

Reaction Steps

To a stirred suspension of 0.15 g (0.0005 mol) of the product of Example 7 and 0.21 g (0.0008 mol) of (4,6-dimethoxy-2-pyrimidinyl)carbamic acid, phenyl ester in 1 mL dry acetonitrile under nitrogen was added dropwise 0.12 mL (0.12 g, 0.0008 mol) of 1,8-diazabicyclo[5.4.0]undec-7-ene. The mixture was stirred at room temperature for 1 hour and was then diluted with water and acidified with 1N aqueous hydrochloric acid. The resulting precipitate was collected by filtration and washed well with water and ether to yield 0.2 g (83%) of the title compound: m.p. 212°-216° (dec); IR (nujol) 3410, 1765, 1730, 1605, 1365, 1340, 1155 cm-1 ; NMR (CDCl3, 200 MHz) δ 2.7-2.8 (2H, m), 3.94 (6H, s), 4.1-4.2 (2H, m), 5.84 (1H, s), 7.2-7.8 (3H, m), 8.25 (1H, m).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04685955
Source datasetuspto-grants-1987_08
ORD IDord-ce37ff459f5848f19fc1dbc7eb1ac0e2
Source noteuspto-grants-1987_08