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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493461Generated: November 1, 2026

4,4-Diaminodiphenylmethane → HCID 14806250, compound

https://huagongshe.com/reaction/1493461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4-DiaminodiphenylmethaneHCID 7577—
Reactant2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrileHCID 93865—
SolventChloroformHCID 6212—
SolventTriethylamineHCID 8471—
ProductHCID 14806250HCID 14806250553%

Reaction Steps

This synthesis again starts with a monoprotected diamine. To a solution consisting of 8.0 g (40 mmol) 4,4'-methylenedianiline in 60 ml dry chloroform and 0.85 ml triethylamine is added dropwise a solution of 1 g BOC-ON dissolved in 20 ml chloroform. This reaction is allowed to stir at room temperature for 6 days. The reaction mixture is then filtered and the filtrate evaporated to a solid. This solid is then purified by silica gel column chromatography (70% petroleum ether/30% ethyl acetate as eluant) to give 6.7 g (55%) of N-(t-butoxylcarbonyl)-4,4'methylenedianiline.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021571
Source datasetuspto-grants-1991_06
ORD IDord-3c0f1255821847159864e281a626218f
Source noteuspto-grants-1991_06