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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342470Generated: October 31, 2026

Formaldehyde → HCID 53849774, compound

https://huagongshe.com/reaction/342470

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantSodium cyanoborohydrideHCID 5003444—
ReactantHCID 54054228HCID 54054228—
CatalystAcetic AcidHCID 176—
SolventAcetonitrileHCID 6342—
ProductHCID 53849774HCID 5384977420.2%

Reaction Steps

A mixture of 6-(3-amino-2,6-dichlorobenzoylamino)-1,2,3,4-tetrahydrodibenzofuran (100 mg), aqueous 37% formaldehyde, sodium cyanoborohydride (70 mg) and acetic acid (5 drops) in acetonitrile (2 ml) was stirred at ambient temperature for 3 hours. The reaction mixture was partitioned between dichloromethane and aqueous saturated sodium bicarbonte. The organic layer was separated, washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by preparative TLC on silica gel and the obtained oil was crystallized from diisopropyl ether to give 6-(2,6-dichloro-3-methylaminobenzoylamino)-1,2,3,4-tetrahydrodibenzofuran (21 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05858995
Source datasetuspto-grants-1999_01
ORD IDord-8b885e6810984d0a98ee208c66c13287
Source noteuspto-grants-1999_01