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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1447323Generated: October 26, 2026

Toluene → 6-Chloro-2,4-dinitrophenyl urea

https://huagongshe.com/reaction/1447323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant6-Chloro-2,4-dinitroanilineHCID 19052—
ReactantChlorosulfonyl isocyanateHCID 70918—
SolventWaterHCID 962—
Product6-Chloro-2,4-dinitrophenyl ureaHCID 20259901—

Reaction Steps

370 Parts of 6-chloro-2,4-dinitroaniline are stirred for 4 hours at 80° C. in 2600 parts of toluene with 312 parts of chlorosulfonyl isocyanate. At 25° C., 360 parts of water are added to the resulting suspension of N-6-chloro-2,4-dinitrophenyl-N'-chlorosulfonyl urea without intermediate isolation, and the mixture is saponified at 60° C. within 4 hours to yield 6-chloro-2,4-dinitrophenyl urea. After diluting said mixture with water, it is neutralized with 33% sodium hydroxide solution, filtered while hot, and the product is thoroughly washed with hot toluene and water. After drying in vacuo, there are obtained 383 parts of 6-chloro-2,4-dinitrophenyl urea having a melting point of from 219° to 221° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04316861
Source datasetuspto-grants-1982_02
ORD IDord-754d301b59f54f50953c5879751c27cd
Source noteuspto-grants-1982_02