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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33109Generated: October 29, 2026

Sodium Bicarbonate → HCID 178527289, compound

https://huagongshe.com/reaction/33109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantSodium NitriteHCID 23668193—
Reactant2-(2-Chloro-1-chloromethyl-ethoxy)-6-(naphthalene-1-sulfonylmethyl)-phenylamineHCID 59796439—
SolventHydrochloric AcidHCID 313—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 178527289HCID 178527289—

Reaction Conditions

Temperature3 °C

Reaction Steps

A mixture of 2-(2-chloro-1-chloromethyl-ethoxy)-6-(naphthalene-1-sulfonylmethyl)-phenylamine (4) (2 g, 4.77 mmoles) in THF and 4M HCl (15 ml) was stirred, under nitrogen, at 3° C., treated dropwise with a solution of sodium nitrite (0.34 g, 5 mmoles) in H2O (2 ml). The reaction mixture was poured into a cold solution of saturated sodium bicarbonate and extracted with EtOAc. The extracts were combined, dried over Na2SO4 and concentrated under vacuum to afford the title compound as an off white solid (1.76 g, 4.05 mmoles), identified by HNMR analysis.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429582B2
Source datasetuspto-grants-2008_09
ORD IDord-9cff549255de45a9b1d24a420cf41538
Source noteuspto-grants-2008_09