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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1764088Generated: October 31, 2026

Methane → 4-Amino-4'-hydroxyazobenzene

https://huagongshe.com/reaction/1764088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethaneHCID 297—
ReactantHydrochloric AcidHCID 313—
ReactantPhenolHCID 996—
ReactantP-PhenylenediamineHCID 7814—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 14451960HCID 14451960—
ReactantSodium NitriteHCID 23668193—
SolventWaterHCID 962—
Product4-Amino-4'-hydroxyazobenzeneHCID 7640—

Reaction Steps

108 Parts by weight of p-phenylene-diamine which are placed into 300 parts by volume of water and 1000 parts by weight of ice are diazotized at a pH of from 1.5 to 3.5 by adding a total of about 200 parts by volume of 31% by weight hydrochloric acid and about 69 parts by weight of sodium nitrite in an aqueous solution. Upon clarification with active charcoal/guhr, 180 parts by weight of phenol are added, and a pH in the range of from 8 to 11 is established with 90 parts by volume of a 33% by weight sodium hydroxide solution. Within 30 minutes the 4-amino-benzene-diazonium salt is coupled to give the 4-hydroxy-4'-aminoazobenzene. Subsequently 170 parts by volume of 33% by weight of sodium hydroxide solution and 65 parts by weight of sodium nitrite are added.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04115380
Source datasetuspto-grants-1978_09
ORD IDord-a3f7ddcc078e4c61970c90b2fd7866ef
Source noteuspto-grants-1978_09