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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2107009Generated: October 27, 2026

Benzaldehyde → Methyl 2-hydroxy-5-benzylideneaminobenzoate

https://huagongshe.com/reaction/2107009

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzaldehydeHCID 240—
ReactantMethyl 5-amino-2-hydroxybenzoateHCID 135127—
SolventEthanolHCID 702—
ProductMethyl 2-hydroxy-5-benzylideneaminobenzoateHCID 2304722269%

Reaction Conditions

Temperature100 °C

Reaction Steps

Methyl 2-hydroxy-5-aminobenzoate (43.6 g, 0.261 mole) was dissolved in benzaldehyde (26.6 ml, 0.26 mole) by heating to 100° C. for 10 minutes and cooled with ice-water after which 95% ethanol (40 ml) was added, and the resulting crystalline material was isolated by filtration. The product was recrystallized from 96% ethanol to give the title compound (45.6 g, 69%), m.p. 58°-59° C. Found (Calc. for C15H13NO3) C 70.60 (70.58), H 5.06 (5.10), N 5.50 (5.49).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04933330
Source datasetuspto-grants-1990_06
ORD IDord-5c0ab7e86b09447fa2774747c2082aad
Source noteuspto-grants-1990_06