Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1430409Generated: October 26, 2026

Sulfuric Acid → 5-benzyloxy-N1-methylbenzene-1,2-diamine

https://huagongshe.com/reaction/1430409

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
Reactant5-benzyloxy-N-methyl-2-nitroanilineHCID 67954051—
CatalystHCID 178503042HCID 178503042—
SolventIsopropanolHCID 3776—
Product5-benzyloxy-N1-methylbenzene-1,2-diamineHCID 6795397794.7%

Reaction Steps

5% platinum carbon (0.50 g, (DRY)) was added to a 2-propanol (170 mL) suspension of 5-benzyloxy-N-methyl-2-nitroaniline (10.00 g, 38.7 mmol), and catalytic hydrogenation reaction was performed at ordinary pressure. The reaction solution was filtered to remove a catalyst. The catalyst was washed with 2-propanol (20 mL), and the washing liquid was added to the precedent filtrate. Under ice cooling, 97% sulfuric acid (1.06 mL, 19.3 mmol) was added to the mixture, and then the mixture was stirred under the same temperature for 30 minutes. The resulting precipitated crystals were collected by filtration, then washed with 2-propanol (40 mL), and dried at 40° C., thereby obtaining 9.07 g of a light-purple, crystal target compound (yield: 94.7%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08940889B2
Source datasetuspto-grants-2015_01
ORD IDord-c1617e0b284f494d9de7aa602731dd11
Source noteuspto-grants-2015_01