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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 542248Generated: October 26, 2026

Hydrochloric Acid → N-butyl-N'-(beta-D-glucosyl)-N-nitrosourea

https://huagongshe.com/reaction/542248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantButylureaHCID 11595—
ReactantN-NitroanilineHCID 61191—
Reactant(2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanalHCID 107526—
SolventMethanolHCID 887—
ProductN-butyl-N'-(beta-D-glucosyl)-N-nitrosoureaHCID 13346001669.7%

Reaction Conditions

Temperature-1 °C

Reaction Steps

A mixture of 3.6 g of D-glucose, 2.8 g of butylurea, 0.2 g of nitroaniline and 0.15 ml of a concentrated hydrochloric acid in 10 ml of methanol is heated at reflux for 20 minutes. The resulting precipitate in the amount of 3 g is separated and added with 15 ml of glacial acetic acid, 10 ml of distilled water, 1.8 g of sodium nitrite and stirred at the temperature of -1° C. for 2 hours to give 2.98 g of the product (90% of the thoretical), hydroscopic, [α]D -1° (CH3OH), Rf =0.85. Found, %: N 13.47. Calculated, % N 13.68.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04656259
Source datasetuspto-grants-1987_04
ORD IDord-7d9ad15dac5d4f31933a8a05d57d8313
Source noteuspto-grants-1987_04