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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032213Generated: October 29, 2026

Methanol → Diphenylmethyl 7-amino-3-[(5-carboxy-2-hydroxymethyl-s-triazolo[1,5-a]pyrimidin-7-yl)thiomethyl]-3-cephem-4-carboxylate

https://huagongshe.com/reaction/1032213

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1,1'-(Diazomethylene)bis(benzene)HCID 61230—
ReactantDiphenylmethylidenehydrazineHCID 79304—
Reactant7-Amino-3-[(5-carboxy-2-hydroxymethyl-s-triazolo[1,5-a]pyrimidin-7-yl)thiomethyl]-3-cephem-4-carboxylic acidHCID 131716546—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductDiphenylmethyl 7-amino-3-[(5-carboxy-2-hydroxymethyl-s-triazolo[1,5-a]pyrimidin-7-yl)thiomethyl]-3-cephem-4-carboxylateHCID 131716547—

Reaction Steps

To a suspension of 10 g of 7-amino-3-[(5-carboxy-2-hydroxymethyl-s-triazolo[1,5-a]pyrimidin-7yl)thiomethyl]-3-cephem-4-carboxylic acid, 100 ml of methanol and 300 ml of methylene chloride was added dropwise while stirring diphenyldiazomethane, which had been synthesized from 19.6 g of benzophenonehydrazone, 21.6 g of mercuric oxide (yellow) and 150 ml of n-hexane, in 30 ml of methylene chloride, and the mixture was stirred at room temperature overnight. After the reaction mixture was condensed and ether was added thereto to effect crystallization. The crystals were collected by filtration and dried to obtain 13.9 g of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04956462
Source datasetuspto-grants-1990_09
ORD IDord-7ddcc59179314eec9144e7af8491cb7f
Source noteuspto-grants-1990_09